Cindy stepped off the plane and a beautiful Hawaiian girl in a grass skirt and flowery bikini top put a lei around her neck.

"Aloha! Welcome to Hawaii!"

She leaned in and kissed Cindy and their breasts briefly touched.

"Aloha. Thank you." Cindy said, mesmerized by the girl's large dark eyes.

She wished she could stay here and kiss this sexy wahine some more. But the line kept moving and of course she didn't know if this beauty even liked girls or not. But she knew the beaches would be covered with beautiful women and men. She was going to love Hawaii!

Across the room she saw the sweet little old lady she knew only from pictures waving at her. She ran to her.

"Kupuna!"

"Cindy, Ipo! You're even prettier than your pictures! Aloha, welcome home!"

They grabbed Cindy's bags, she packed very light, little more than swimsuits, and left. But there was one thing she needed. They stopped at a surf shop before they even got to her grandmother's little house.

Cindy pretty much lived on the beach for her first two weeks. There were beautiful people all over. She made lots of friends and had lots of fun, light flirtations but mainly she was in love with the surf and the sun. She took to surfing like she'd been doing it all her life and was seriously thinking about entering some competitions. She knew this was where she belonged.

Then on the night of the full moon her grandmother asked her if she would come to a ceremony at a very ancient heiau shrine. She was interested but a little nervous. Cindy hadn't grown up with any kind of religion and was basically an agnostic. But it seemed important to her grandmother so they drove to the other side of the island and were now hiking across a long beach.

"Are you sure I'm dressed okay, Kupuna?"

She was wearing only her favorite blue bikini. Grandma had on a traditional grass skirt.

"You're fine, Ipo. Your clothes don't matter at all."

They climbed up over some lava formations and then splashed down into knee-deep water. Cindy's grandmother turned on a flashlight and led her into a cave. It was a long tunnel that stretched back farther than Cindy could see.

"This is amazing, Grandma! What is it? Some kind of lava tube?"

"Yes. It is a holy place made by the Akua."

They walked deep into the tunnel and Cindy saw light coming around a sharp turn in the tunnel. They rounded the corner and Cindy was startled to see that the tunnel widened here and was packed with people. They were all native Hawaiians. Some were her grandmother's age but many were younger. All the men and some of the women were bare chested in the flickering torchlight. She smelled some kind of incense.

A very handsome man with broad muscular shoulders held out his hand to help her out of the water.

"Aloha, Cindy."

"Aloha." How did he know her name?

All eyes were on her. She knew she was dressed wrong for this. Then an older woman stepped forward and started chanting. Everyone in the cave joined in. Cindy didn't know what to do. She only knew a few words of Hawaiian and nothing about this ceremony.

The old woman poured a dark liquid into a cup and held it out to Cindy. She took the cup timidly.

"'Awa." Her grandmother whispered in her ear. "Drink it all."

"Is it alcohol?" Cindy sniffed it experimentally. No, not alcohol. It smelled really bitter.

"No. Much better."

Cindy gulped the 'awa quickly and handed the cup back. It was terrible.

No 'awa was offered to anyone else. The cup and the bottle disappeared and the chant changed. It became louder and more intense. Cindy realized that this ceremony was all about her.

But she wasn't nervous anymore. She felt really good. They all started to dance a hula dance and Cindy danced with them. Her dancing was much more contemporary, however. She was starting to feel horny. The sweaty half-naked bodies rubbing against hers felt so good!

Hands were all over her, undressing her, and she loved it. She writhed and danced through all these people completely naked and unselfconscious. Two men stepped up to her. One was the hunk who'd greeted her. They scooped up handfuls of goop from a pot and started smearing it all over her.

The guy in front of her squeezed and carressed her greasy breasts. She jumped into his arms and rammed her tongue down his throat. She felt his hard dick against her hot swollen cunt through his thin grass skirt. She wanted to fuck him NOW!!

He gently pried her off of him and stepped away but he didn't look at all happy about it.

She was starting to feel weird. Well, weirder. Her skin was tingling all over, especially between her legs. Her head was spinning and she was hornier than she'd ever been in her life! No one seemed willing to have sex with her. She felt like she wanted to just rape somebody. But instead she put all her frustrated sexual energy into her wild, thrashing dance.

She grabbed an extremely pretty girl and kissed her while groping her luscious bare breasts just before she started to feel really dizzy. She staggered a few steps and then fell backwards into the water.

Cindy woke up on the beach near her grandmother's house. She was exhausted but felt wonderful. She was also naked and didn't see her swimsuit anywhere. It was still dark but she could tell morning was not far off. She had no idea what had happened last night. Hadn't Grandma taken her to a shrine? All she could remember was incredibly vivid dreams. Swimming and swimming and never needing to come up for air. She remembered hunger. She remembered chasing schools of little fish and catching them in her teeth, devouring them whole. This was too weird.

Well, one thing she knew. She needed to pee bad. Well the best way was simply to walk into the ocean so she stood up, reaching between her legs...and screamed. She looked down in horror, thinking she'd been mutilated somehow. She couldn't believe what she was seeing, a big beautiful dick. She pulled on it, not believing it was a part of her. But it was firmly attached. She cupped the balls underneath and probed her pussy with her fingers. She was intact. She just had something extra. Somehow.

Having to go to the bathroom bad enough can motivate you regardless of any circumstances so she just held on to the new dick and let it go. Peeing standing up(out of the water) was kind of fun.

Now she had to get home. It was twilight but not exactly dark and she was over a mile from her grandmother's house naked on a beach with nothing but a few leaves. Well, it wasn't getting any darker. She would have to find something along the way.

She started walking and found that she didn't feel embarassed at all. She was proud of her strong, sexy young body. And she wasn't even that alarmed by her new equipment any more. If someone saw her they saw her.

On the long walk she experimented with her fantastic new genitals. Stroking her dick and rubbing her balls felt so good! And she was very well endowed. When it got hard in must have been ten inches! She imagined some sexy wahine down on her knees sucking it. Or for that matter some guy.

She moaned and shot her load onto the road. God, that felt good!! She wiped the the cum off the bottom of her dick and sucked on her finger. Mmm, delicious!!

The sun was coming up when she got to her grandmother's house. She found Grandma sitting at the kitchen table.

"Good morning, Ipo." She didn't seem at all surprised to see Cindy walking in naked at sunrise.

"Kupuna, what happened last night? What's this??" She pointed to her dick.

Grandma looked down at the dick, noticing it for the first time.

"Ule. Oh yes, that happens sometimes. It's a sort of side effect. Sit down Cindy. I must tell you a story.

"You love the water don't you?"

"Of course."

"Did you ever feel like you could almost breathe under the water."

Cindy thought about it. "Sometimes. I can hold my breath for a really long time. Why?"

"Your mother told you your father died when his fishing boat sank. The truth is your father was an 'aumakua. He was a shark spirit.

When your mother became pregnant with you he told her the truth. Your mother never believed in the old spirits and she was scared. She told him she never wanted to see him again. When you were born he came to see you. He wanted to take you into the ocean. Your mother refused because she was afraid he'd take you and never bring you back. Soon after that she left the islands and never came back."

"So I'm-"

"Yes. We are all related to sharks but you are both. Just as you are now woman and man. You can change if you try."

Cindy held up her hand. She concentrated on the way she'd felt last night, wild and dangerous. Before her eyes her hand grew! Her skin turned a dull, scaly gray and webbing grew up between her fingers. Her nails became long and pointed and hard.

She got scared and the transformation immediately reversed itself.

"That was very good. You just need to relax and let it happen.

"I knew you would never really be happy away from your native waters, never knowing your true nature. That's why I convinced your mother to let you come here."

Cindy stayed in the house all day practicing her transformation. She could turn herself into a huge shark but she had to quickly change back because her gills burned for water. She could also stop the transformation at any point along the way from human to shark. This was incredible!

At dusk she jogged down to the beach,her new genitals a bouncing bulge in the front of her bikini bottom, threw off her clothes, and dove into the water.

She transformed completely into a massive twelve foot shark and shot through the water like a missile, propelled by her powerful tail. She explored the ocean in ways she had never been able to, even with scuba gear. She snapped up fish by the dozen and swallowed the chunks whole. She'd never felt so powerful or so right in her life.

She swam near a beach, hugging the shore when she heard the scream. Since the ritual transformation her senses were all extremely sensitive and she had excellent hearing even in her shark form. She slipped up onto the beach and grew legs to investigate.

She saw a white guy and girl thrashing around on the sand. Her dick(three feet long in this massive form) stood straight up at the sight. But something was definitely wrong here. She could smell fear and the girl screamed again.

"No!! Get off me!!"

Cindy roared and ran forward. Her claws sank into the guy's shoulder and he screamed as she threw him across the beach.

She looked down at the girl. Her long blond hair was in her face and her breasts were bare in the moonlight. She pushed her hair out of her face and looked up at Cindy with wide blue eyes. She screamed louder than ever. Cindy backed up a step to show that she meant the girl no harm. Her dick continued to stick straight up. Not much chance she'd get to put it in this girl though.

The girl continued to scream as she jumped up and ran down the beach as fast as she could.

Cindy was horny and needed to stick this dick in something now! She turned and saw the guy running down the beach in the opposite direction. Perfect.

She caught him easily. She grabbed hold of him and slashed his swim trunks to ribbons. He screamed like a little girl. Cindy shoved his face down in the sand with his ass sticking up in the air. She grabbed her three foot dick. No, that was a little much. She didn't want to kill him.

She shrunk her dick down to a mere foot long and slammed it into his helpless ass. He shrieked as she entered him and continued to scream as she pounded his ass mercilessly.

The owner was definitely waiting on her, because they wasted no time getting it on.  Someone mistakenly (yeah right)touched the intercom button giving me full verbal access to what was going on.  I heard what sounded like kissing at first.  I heard the owner say that she missed her kisses but most of all missed "this."  I knew right away what she was talking about.  That cock had a mesmerizing effect.  The owner must have went right to work on that rock hard cock, because I heard Leslie telling her how good her mouth felt.  After a little more sucking, Leslie told her that she was ready to ram deep into her pussy.  The next thing I heard was Leslie asking her if it felt good and the owner screaming out "yes, yes".  By that time I had taken hopped up on the counter and was using two fingers in my pussy imagining that cock was going inside of me.  Oh how I wanted it inside of me.  After a few more minutes I heard Leslie tell her that she was "coming."  I heard moaning and grunting and the owner telling her to "give it to me."  After Leslie had finished coming and had plopped our of the owner's pussy I heard Leslie tell her that she wanted their "cum" to dry on her cock.  The owner obviously was about to  assume the position between the those beautiful legs.  The owner told her "okay" with a confused tone.  I heard the owner say she was going in her bathroom to take and shower.  Leslie kissed her goodbye and said she was headed back home and would shower then.  As I was hopping down off of the counter, I heard the intercome cut off and a few seconds later Leslie walked out of the office with a wicked smile on her face.  She walked straight to the dressing rooms and becked for me to follow her.

By the time I arrived in the dressing room, she was already sitting on the bench with her skirt (after our first encounter, she told me that we would always skirts to work for easy access) raised and her legs spread wide with that COCK hanging and begging for me to suck.  She stopped me as I was walking towards her and asked me "how bad do you want it."  I told her "I want it "bad".  She told me to get on my knees and crawl to her.  I was happy to oblige.  I got down on my knees and crawled to that COCK that I knew was covered with a mixture of her cum and our owner's cum.  When I arrived between her legs I grabbed and gobbled her cock so fast she laughed and told me to slow down.  I couldn't because it tasted so good.  The mixture was intoxicating and I was loving it.  As I was sucking she was talking dirty to me and asking me if I enjoyed listening to their sex adventure.  I nodded "yes" not wanting to take her cock out of my mouth.  After a few minutes of sucking, she stopped talking and gradded my head.  As she was fucking my mouth, I gagged a few times, but I didn't stop.  When she told me she was coming, I locked my jaws around that COCK because I wanted every drop of cum.  She came so hard I couldn't contain her in my mouth and it slipped out and spewed all over my face.  When she finished, she quickly leaned down and started kissing me with a passion that I have only felt with her.  Leslie licked up every drop of her cum that was on my face as I lifted up on the bench next to her.  When she finished licking, she looked me in the eyes and told me that she had to leave but wanted to satisfy my wet pussy.  With that she put her hand under my skirt and dipped her finger in my wet pussy, then took her finger and put it in her mouth.  She kissed me agian, told me to come to her house when I got off and with that she left.  As I straightened myself up and was headed out of the dressing room, I ran into the owner.  She had a very satisfied look on her face.  I had the same look on my face.  Just sucking Leslie's cock satisfies me.  I went to the bathroom, got myself off and washed up before the store opened. 

Later in the day while I was waiting on a customer, the phone rang.  It was Leslie and her voice made my pussy twitch.  She asked me if my pussy was still wet.  I told her "yes".  She told me that her cock was rock hard and waiting for me.  When she said that it felt like I was about to have an orgasm, but I had to keep myself composed in front of the customer.  She told me that she was also going to see about us having a threesome with the owner.  With that she hung up.  I was weak at the knees.  I was grateful that the customer was engrossed in a conversation on her cell phone, so she didn't notice me.  I couldn't wait for my shif to be over.

Stay tuned for more...

            The more we drank the faster time went by and next thing I knew the bar was closing.  Ginger said, “Why don’t you come over to my place and we can continue this conversation?”  This usually doesn’t happen to me and I really didn’t know how to respond.  I said, “Sure, why not?”  So, we got up from the bar and went out to our cars and I followed her to her place.  When we got to her place she invited me in and told me to have a seat and relax while she fixed me a drink.  So, I went over to the sofa and sat down.  Her living room was very unique in how it was set up.  There was a metal pole behind the couch that was bolted to the ceiling and the floor.  The couch was firm but comfortable and the ambiance was very comforting.  Ginger brought me my drink and sat down beside me.  She was very soft spoken and when she talked she had a special way of making me feel good.  I was really starting to loosen up now as Ginger leaned in to kiss me.  Wow!  It was so soft and passionate.  I had never been kissed like that before.  She slowly slid up on my lap as she kissed me and wrapped her arms around my head kissing me more and more vigorously and passionately.  Things were really starting to heat up when the doorbell rang.  She said, “excuse me” and jumped up to answer the door.  Talk about depressing, things like this don’t happen to a guy like me everyday.

            She went over to the door and opened it far enough to see who was there.  I could hear a couple of ladies outside and she let them in.  They were both very beautiful also.  She invited them in and they came over and sat on the sofa next to me.  She introduced the blonde as Jessica and the Asian as Mia.  Stupid me said, “hi, I am really excited to meet you.”  They giggled and said, “We can tell” as they were starring at my pants.  I definitely was starting to get really excited.  Ginger said, “You seem really depressed tonight so I thought I would invite a couple of friends over and see if we could cheer you up.  Grinning from ear to ear I said, “It is working, you are definitely starting to cheer me up.”  Ginger went and got some more drinks while I got to know Jessica and Mia.  When Ginger returned Jessica and Mia were sitting on each side of me rubbing my shoulders.  I was in heaven.  We drank a few more drinks and I was feeling really good when Ginger said, “we want to entertain you and make you feel good.”  I said, “I am game, how are you going to entertain me?”  They told me to sit back and relax while they went into the bedroom to change. 

            A few minutes later the stereo kicked on and the girls came dancing out of the bedroom in some really sexy lingerie.  They were hot as they danced there way over to me.  Ginger came over in front of me and started doing a strip tease while Jessica and Mia dirty dancing with each other.  I was really excited now and couldn’t wait to see what else was in store for this night.  Ginger slowly grinded her ass up against my crotch making my cock rock hard.  When I put my hands on her back she turned around, took my shirt off, and put my hands behind head and hand cuffed me to the pole behind the sofa.  This was very odd, kind of scary, yet interestingly exciting.  She went back to her strip tease striping down to her panties.  She had the most firm and perfect tits I had ever seen.  She danced her way on to my lap grinding her ass on my crotch the whole time and then she smothered me with her tits before allowing me to gently suck on each perfect nipple. 

            Meanwhile Jessica and Mia were undressing each other.  Kissing and seductively caressing each other as they went.  This was the most exciting moment of my life.  Three hot women dancing and taking their clothes off for me, what more could a man ask for?  Wow, life just couldn’t get any better than this.  All three of them were stripped down to their panties and they were starting to take my pants off.  First one leg and then the other. Then they took off my socks and my boxers.  I was rock hard and ready to explode.  This really turned them on and they told me that seeing me like this really made them wet.  Then Ginger says, “I want you to wear this blind fold while we prepare to rock your world.”  I agreed and she put it on.  Now I can’t see and I can’t move my hands.  For some odd reason this excited me even more.  Next I felt one of the girls slowly start caressing my cock and playing with my balls.  Mia straddled my chest and put her tits in my face and allowed me to suck on her nipples while she whispered in and nibbled on my ears.  Then I felt Ginger join Jessica.  Kneeling between my legs she spread them wide open and started to lick my cock.  It was perfect, two beautiful women licking and playing with my cock while a third was smothering me with her tits and nibbling on my ears.

            Gingers voice was so sexy and soothing when she talked and she constantly talked to me letting me know what was going on as she was doing things.  I felt so relaxed with her and she knew it.  She started to lick my ass while Jessica sucked on my cock.  At first it felt kind of strange and then she put some lubricant on her finger and slowly started putting it in my ass.  She told me to let her know if she hurt me.  I had never had anyone play with my ass before so I wasn’t used to it.  She was very gentle as she slid it in very slowly.  She kept working on my ass slowly getting up to three fingers sliding in and out of my ass.  After the pain of the initial stretching it started to feel real good and got me even more excited.  Next, I heard a vibrating noise and Ginger said, “This will help relax your asshole.”  I didn’t really pay attention because I was deeply into Mia now as we were making out passionately.  Ginger kept working my ass with the vibrator, while Jessica was giving me the greatest blow job of my life stopping periodically to keep me from cumming, and Mia had her tongue deep down my throat playing tonsil hockey.  I wished my hands were free so that I could get more physically involved, touching and caressing them. 

            With that said, Mia stops kissing me and I feel her turn and look at Ginger and Jessica.  They all three giggle and Mia asks, “how would you like to lick my wet juicy pussy?”  I say, “I have been looking forward to that ever since you walked through the door.”  Ginger asks, “Has anyone ever fucked you in the ass with a strap-on before?”  I say, “no, but right now I am willing to give it a try.”  They all giggle again.  Ginger tells Jessica to go down on my cock while she slowly slides the strap-on in my ass.  She says it will make me forget about any pain I might feel.  She was right to; I didn’t feel a thing as she slid it in.  Meanwhile, Mia says, “open your mouth wide and stick your tongue out so I can stick my wet juicy pussy on it.”  As she grabs the back of my head, I start to notice that the strap-on feels kind of like a real cock and all of a sudden I feel a giant cock go in my mouth and touch the back of my throat.  Mia holds my head while I gag on it for a second.  Then she starts moving my head up and down on it while she fucks my face. 

            I tried to grab her with my hands and pull her cock out of my mouth but my hands were cuffed and I couldn’t get free.  I felt violated but, at the same time it excited me even more.  Every time Ginger would ram her cock in my ass, my cock would go deeper in Jessica’s mouth.  Pretty soon they all had a really good rhythm going.  Everyone was fucking or sucking something and I was fucking, sucking and being fucked.  The passion and moaning got very intense and lasted for quite a while.  Ginger and Mia started fucking me faster and harder and Jessica started massaging my balls as she sucked harder on my cock.  All of a sudden Ginger rammed her cock as deep in my ass as she could and held it there as I felt her hot cum ooze from my ass around her cock.  Mia grabs the back of my head and shoves her cock down my throat and I feel her hot cum coat the back of my throat causing me to fire mine down Jessica’s throat.  I had never felt anything so intense before in my life.  As everyone relaxed from the intense moment, Jessica says, “open your mouth, it is my turn to surprise you.” 

On that note Mia took off the blind fold and got out of the way.  Jessica climbed up on the sofa and straddled my chest.  Now, I could see what was coming.  She had one of the biggest cocks I had ever seen.  As she went to put it in my mouth I closed it and shook my head saying there is no way you are going to put that massive thing in my mouth.  Jessica said, “Shut up bitch and open up.  You are going to suck my cock. You owe me after the blow job I gave you.”  Then she grabbed the back of my head with one hand and forced my jaw open with the other shoving her cock in as far as she could.  She violently fucked my face until she shot her massive load of hot sticky cum down my throat.

            All three of them sat on the sofa looking at me trying to see if I enjoyed it or not.  Ginger asked, “Well, did we rock your world or what?”  I was still in ecstasy and didn’t know what to say.  I just got a big shit eating grin on my face and said, “Now unlock these hand cuffs and let’s try that again with my hands free.”  They looked at each other smiled and unlocked the hand cuffs.  (To be continued)

Eddie's hands slid up my body to my shoulders and he gently eased me back and lowered me to my feet. He looked down, pulled up my half-slip and smoothed down my dark blue skirt, the hem coming to rest against my sticky thighs. Then he did something that summarised in my mind how used I felt; he took a handful of my skirt and wiped his slowly deflating penis on it; the globs of semen and silvery seminal fluid staining the dark material as he cleaned himself on me.

"Not bad Michele," he chuckled, "Now clean yourself up sweetheart, you look a complete fucking Mess."

 

Part III

 

Carmel appeared as if from nowhere and took me by the hand. I was so shocked at what had happened that I just followed her instinctively, as I passed Eddie, clattering on my high heels, he reached out and spanked my arse.

"Have her ready in half an hour Carmel, I haven't finished with her tonight; not by a long shot."

"Oh, and tell Steve he can use for ten but he's not to fuck her, ok." Eddie bellowed down the corridor.

"Of course Eddie, you want the secretary thing again or you want her ready for bed?" Carmel asked.

"I think I'll have her fully dressed again; stockings this time though, I don't want to have to rip any more pantyhose to get what I want ok!" Eddie answered.

"Sure honey, I know what you like, she'll be ready for you in half an hour."

"And don't forget to tell Steve he can't fuck her, I don’t want slops."

"Of course Eddie," Carmel smiled sweetly at Eddie, "Now come along Michele lets get you cleaned up honey," Carmel whispered dragging me down the corridor towards the bathroom on E Block.

"What's he on about?" I asked Carmel as we went into the bathroom and she led me to the sinks.

"Eddie is going to use you until you bore him, then you are going to be just one of us girls; a common prostitute hawking your pretty arse for Eddie; making him money and occasionally making him come." She sneered at me.

"Just get used to it; learn to like it!"

"Learn to like it!" I scoffed.

"Learn to like being dressed as woman and used by these poofters in this jail; you're fucking joking! I hurled at her.

Then I felt an enormous slap across my backside; the pain was excruciating.

"Oh god!" I moaned.

"No not god, just little old iron-bar Steve. Fucking hurts don't it; my steel bar crashing against your arse like that?"

"So you think I'm a 'poofter'; well I've got a another steel bar right here in my jeans honey and you've got about ten minutes to take care of it!"

It was Eddie's enforcer Steve, undoubtably he had heard Eddie say he could use me briefly and was wasting no time coming to claim his prize. I realised at once that fighting him would be futile and decided to let him take what he wanted. I had heard Eddie say he couldn't fuck me so I figured the best defence was attack. If I excited him enough maybe I could get him to orgasm against me just like Eddie had done. That was humiliating enough but I didn't want to consider any alternative.

I turned around and forced myself to move towards Steve and embrace him. I rubbed one nyloned thigh against his leg and reached up and kissed him. His breath was atrocious, I forced myself not to gag and pushed my tongue into his mouth and gave him a long kiss.

"Steve honey, you don't have to use that bar on me; lets just take care of the bar I can feel throbbing in the front of your jeans," I whimpered in what I hoped was a sexy parody of a seductive female.

"Oh but you don't understand Michele," he sneered, "its more fun to take what I want!"

Steve pulled me roughly to him and locked his lips on mine. At the same time his hand went to my skirt and yanked it up around my waist. He twisted his hands in the nylon of my slip and yanked it down around my knees and ground his body against mine. I felt his hard member pushing against me though the rough denim of his jeans.

Then Steve pushed me away to arm's length.

"Drop the skirt bitch'" he hissed.

"What?" I answered not understanding quite what was going on.

'SLAP'!

My head exploded with the force of the slap to my face; I thought my head had been knocked off.

"Don't you fucking mark her!" Carmel warned Steve.

"Well you tell that bitch, I ain't half as nice as Eddie so she better just take what's coming ok," Steve hissed at Carmel.

"Ok Steve, I think she gets it!" Carmel retorted.

"Well let's just make sure," Steve answered and then punched me in the stomach. I doubled over in pain completely winded.

"Right I'm wasting time, no more talk; just action. I tell you what to do and you do it bitch ok?"

I nodded as best I could, my face was on fire from the slap and I still couldn't breath.

"Skirt!" Steve demanded.

I put my hands to the waistband of my skirt and tugged it down around my ankles then stepped out of it along with my slip.

"Now my jeans!"

I stepped forward and tugged at Steve's belt.

"On you your fucking knees you stupid cunt!" Steve bellowed and brutally pushed me down.

Now my face was level with Steve's crotch and I reached out and undid his belt. I noticed again my manicured painted nails as I eased the zip of his fly down and snapped the button at the top of his jeans. As I eased the jeans down his legs a fetid aroma assaulted my nose and I noticed his putrid underwear.

"Stand!" Steve ordered.

I stood, tottering on my heels trying to recover my breath. Steve grabbed me and forced himself against me pushing his tongue deep into my mouth and pushing his hips against me. Carmel looked on at Michele; this attractive petite woman in heavy ruined makeup, dressed in her blouse and jacket but without her skirt, wearing torn and laddered hose and panties was teetering on her stylish black pumps as this jailhouse hooligan with fetid breath and stained boxers ravaged her.

I felt Steve reach between up and knew what he was up to. He was freeing his penis from his underwear as Eddie had done. I was still determined to get this over with as soon as possible and seized the initiative. As soon as I felt Steve's erect member against me I reached down and gently held it. I had never held another man's penis before and it felt tactile and spongy, I could feel the thick veins running along it. It also felt slick and warm. I commenced a slow stroking motion, easing my hand along the shaft and circling the enormous head. The cock was so thick that I couldn't grip its full girth in my hand.

Steve groaned, "Oh yeah bitch, you know what daddy likes."

He pushed me back slightly so he could see my painted nails trailing along his shaft as I wanked him. A thin thread of shimmering clear pre-come ran from the purple head of his penis across to my gauzy nyloned thigh. Steve reached out and rubbed my pantyhose thighs and then worked his way up to my panties. I stiffened as I felt his hand go inside my panties and begin to fumble about. I forced myself to relax otherwise I knew Steve would belt me again. Steve eventually found my thin soft cock nestled in the crotch of the sheer nylon panties and he began to free it from its little nylon prison.

I concentrated on slowly masturbating him to the best of my first-time ability. I gripped his member tightly and slowly squeezing and stroking as I worked my hand up and down his penis. He must be enjoying it I though, because he was just staring at my hand wanking him while one of his hands stroked my nyloned thighs and pantied crotch. As his other hand had finally freed my member, he began to squeeze it harder and harder. I just concentrated on getting this over with as soon as possible, the feel of his hand on my penis was vile.

I decided to move things along and pushed myself against him stroking his cock with firmer faster strokes. I lifted my head and kissed him, gently sliding my tongue along his gums and exploring his mouth, blocking out the awful taste of his breath. I guided his member against my pantyhosed thigh and rubbed it there, the underside of his cock with all those nerve endings rasping against the diaphanous nylon as my painted fingernails gently raked the top of his turgid cock.

I began to pump my leg up and down so that he was dry fucking me, similar to what Eddie had done. With my fingers stroking and squeezing in time with my humping leg I was hoping he would soon climax. He was groaning now and breathing heavy; his fetid breath puffing in my mouth. Combined with the meaty stench coming from his crotch I was ready to gag but kept control and tried harder to please him, kissing him deeper and stroking him harder.

Then he suddenly grabbed me by the shoulders and threw me back away from him. I stumbled back on my heels and my back crashed into one of the sinks, winding me again.

"Oh no you fucking bitch! You fucking cunt! I know what you're up to!" Steve roared.

"You're trying to get to come like this ain't you?"

"Well I ain't going to come in Eddie's leftovers. Get back here!"

I moved forward towards Steve warily. This parody of a secretary in a blonde wig, come-soaked and torn hose and panties, tottering on shiny black heels, dressed from the waist up in blouse and business jacket. What a sight!

Steve reached out and put his hands on my shoulders and pulled me to him. He kissed me deeply, forcing his tongue deep in my mouth. Then he eased his hands up to my shoulders and commenced to push me down.

'Oh God! I know what he wants,' I thought.

I dropped to my knees on the cold tiled bathroom floor and stared eye level at Steve's disgusting throbbing penis. He grabbed my head in both hands and pushed it forward so that the head of his cock was between my lipstick lips. He kept pushing but I couldn't open my mouth. The smell coming from his loins was fetid and I was sure that monstrous member would make me gag and vomit..

SLAP! I saw stars and the ringing in my ears blocked all other sounds. I started to cry and as I did Steve grabbed my head in both his hands and pushed his hard, throbbing cock into my mouth.

"You take this bitch, and don't bite or you're fucking dead!" Steve fumed.

He pushed the filthy thing into my mouth until he felt me start to gag and then commenced raping my face. That's the only way I can describe what he was doing to me. He held my head and raped it! He thrust his filthy, foul tasting, pulsing, penis in and out of my mouth. Besides the cheesy rancid taste there was also a sweet salty taste that I knew to be pre-come. My gag reflex was suppressed as long as he didn't drive his cock too deep into my throat, but it was so huge I couldn't breath.

Then I sensed Carmen beside me.

"Breath through you nose hun, breath your nose. He won't be long, I can tell he's nearly there."

Steve tightened his grip on my head and slammed me back and forth against his cock. He pulled me back until just my lips circled his plum coloured knob; then drove me against him as he thrust forward, forcing his turgid meat into my mouth. As a reflex I moved my tongue around the shaft and sensed his enjoyment. I was hoping he would come soon as every time his cockhead hit the back of my throat I had to gag. Then I realised the sick bastard was getting pleasure out of my gagging. Now he increased his attack on my virgin mouth and I tasted more and more of his pre-seminal fluid. He was groaning and panting.

"Yeah bitch, I'm coming whore, take this!"

He slammed forward hard and pushed my face into his groin and held it with two hands at the back of my head. His penis throbbed and erupted in my mouth and I felt the hot salty taste of his seed as it exploded from his glans. I started to gag and tried to force myself free as his semen flooded my mouth and slid down my throat.

"Take it bitch, take it!" Steve howled in his orgasm.

"OH Yeah baby, on your face yes! On your face!"

Steve pulled my face out his groin and held it close to his crotch with one hand; with the other he rubbed his still ejaculating penis all over my face. His ejaculate shot across my cheeks and landed on my eyelashes, a string of hot semen running across my face. Another spurt shot against my lips and up my nose. I felt stream after stream of semen scald my face and start to run down my neck. The thick gobbets of milky come smeared my cheeks, nose and lips. Looking out my eyes I could hardly see because of the ropes of hot come across my eyelids and lashes.

Steve's orgasm started to subside and he continued to rub his cock all over my face. He smeared his spend all over me, it combined with my lipstick and makeup to make a hot sticky film that covered my face. Steve stepped back and looked down at me, on my knees, may face covered in come, my clothes a mess and makeup mixed with semen, caking my face.

He reached out and grabbed a hand-full of my blonde hair and wiped his cock clean in it.

"Get this useless bitch cleaned up and dressed for Eddie; her night's only just started!" Steve sneered at Carmen as he turned his back and walked away zipping up his fly.

 

To be continued……………………………………………………………………………..

 

Amy had brown, shoulder-length hair and beautiful green eyes. Her dad was a dentist so her teeth were blindingly white. She had evenly tanned skin, was about 5’6” and probably weighed around 120 lbs. She had a nice pair of boobs. They weren’t huge, only 36B, but they were round, firm, and perfect. Her legs were long and muscular, her stomach was firm, and her ass was amazing. It was round and well sized. Somehow, it was firm and soft at the same time. The year Amy went to the high school I was a junior. I had a few classes with her, but not as many as I would have liked. She only attended classes to get the credits she required to get into the private college she wanted to attend. I was the starting tight end and line backer on the varsity football team that year. Amy wanted to be a cheerleader, but she said she was just too busy. I could understand that, she went to school in the morning and worked as a waitress in the afternoon.

       

After the start of the 2^nd quarter of school Amy’s sister, Karissa, got into a car accident with Amy’s car. Since she only had liability insurance, and was saving all her money for college tuition she couldn’t get a new car. Her parents had two other children to put through college after her so she didn’t ask them. Since her house was on the way to school I started giving her rides everyday. I would stop outside, honk, and she would be ready to go. One morning on the way to school, I asked her to go to homecoming with me. She said that she would love to, but she couldn’t. No matter how much I asked she wouldn’t tell me why. I just assumed it was because she wasn’t over her ex-boyfriend, who had gone on to college that year.

       

The year went on until football and basketball were over. It seemed like the year had gone by really fast. Amy and I spent virtually all of our free time together. At the beginning of April I asked Amy if she would go to Prom with me. She said no, again refusing to give me a reason. Two weeks later after school Amy came over to my house since she had the afternoon off and I didn’t have tennis practice on Fridays. We were watching “Zoolander” in my room when the doorbell rang. I went to go answer it. It was the FedEx guy. My dad had gotten a package. I left it on the counter for him and went back to my room. When I walked in Amy was on my computer checking her MySpace account. Amy looked at me, smiled, and said, “Matt, you wanna hang out next Saturday? I can get the day off.”

 

“Next Saturday is Prom ‘Ames’. I guess we could hang though, I don’t have a date for it anyway,” I answered.

 

Amy said, “Well, if we’re gonna be hanging out anyway, and Prom is going on, why don’t we just drop in and check it out?”

 

I was stunned. “You mean…wait, do you mean you wanna go to Prom with me? Or do you just wanna check it out?”

 

“Matt, will you go to Prom with me?” she asked smiling.

 

And just like that, I had finally succeeded in getting a date with Amy, or she had succeeded with me, either way I was happy. I had to line up a tux fast. I called my friend Brandon and he hooked me up. I was excited the whole next week. Everyday I saw Amy, and everyday she seemed to flirt a little more. Then, finally, Saturday came. I spent almost the whole day getting ready. I went to town to get a corsage and I stopped by the jeweler’s. At 7:30 that night, I grabbed the corsage, jewelry box, (and stuck a condom in my wallet, just in case) then got in my car and drove to Amy’s house. I went to knock on the door but Amy opened it before I could. She was standing there in a strapless dark purple dress that went to mid-thigh and pushed up her breasts, revealing a lot of cleavage. “Let’s get out of here before my parents know you’re here. They must’ve taken a million pictures of Karissa and Brian.”

 

We went to a nice restaurant for dinner. We talked and ate in our corner booth for almost an hour before I got the bill. Amy had been touching my leg all evening, but after the waiter went to get my change she laid her hand directly over my dick. She started rubbing and I knew it wouldn’t be long before it was hard. We adjusted our seating so we were even closer. Amy rubbed my crotch until I knew I was about to cum. I started to groan, and then she stopped, saying, “Not yet. Not here.” Then she got up as the waiter brought the change back. And said she had to go to the restroom but she would meet me in the car.

 

It was a little after 9:00 when we got to the school. We presented our tickets and went inside. Every time we danced Amy would rub up against me. My dick was throbbing by the time we went to take pictures. I let her choose the pose we would use. She decided we would do the dance pose. She laid back into my arms like I was dipping her. My dick pushing and rubbing against her ass. I knew she could feel it, and I also knew she loved torturing me like that.

 

When the last dance started playing at 11:55, the Prom King and Queen took their spots in the middle of the dance floor. It was my friend Brandon and his date Stephanie. We had already congratulated them and we decided to duck out then. There were several parties we could have went to, but we decided to go back to her house. Her parents had decided to get an early start on their anniversary vacation by getting a hotel room for the night before heading to the airport the next morning, so we would have the house to ourselves until Karissa got home. We both knew that Brian would not miss a party, so we had a while.

 

As we sat on her couch making out, I broke the kiss to give her the necklace I had bought her. She said she loved it, and that she had a surprise for me as well. She stood up and unzipped her dress, lowering it enough to reveal that she had a strapless purple bra on. She smiled at me as she unsnapped it and showed me her amazing boobs. The dress was still around her waist as she came back to the couch and sat on my lap. Amy looked me right in the eye and said, “Remember the day I asked you to Prom?” I nodded “And Remember how I wouldn’t go out with you or tell you why before that?” I nodded again. “Well, I’m going to show you why I wouldn’t go out with you until tonight. Last week, when you went to answer the doorbell, I got on your computer to check my MySpace, but before I did that, I wanted to see how far you’d gotten on your Economics report. I was going to check the report I swear, but I saw a folder that I had never opened before. I was curious, so I opened it. There was another folder inside, so I went into it. Then, I saw something that shocked me. I had found your porn. I figured you had some, most guys do, but I was surprised at the kind. Now, before we go any farther, I have to ask…do you like that shemale porn?”

 

I was mortified. I didn’t know what to say. I thought she was going to freak if I said yes. But then again, if that’s what had gotten her to go out with me, maybe I should tell her the truth. “um, well, I’m gonna be honest with you Amy. The idea of a hot girl, who also has…uh, a dick, does turn me on…so, yeah, I uh, I like shemale porn.” I was really embarrassed, I was waiting for her to get up and ask me to leave.

 

Just as I expected, Amy stood up…but instead of asking me to leave, she smiled at me. I looked back at her, confused. “Matt, I love the necklace…it was a great surprise.” As she pulled down her dress she went on, “and I told you that I have a surprise for you. And I think you’re gonna like it.” With this, her dress dropped to her ankles and she stepped out of it. She was wearing a purple thong, but what intrigued me most, was the bulge in it. “I have your surprise right here. But before you open it, I need to know that you want it. And you have to promise me that this surprise will be our secret. And you have to agree to always take good care of the surprise. Now, will this be a secret?” I nodded. “Will you take care of the surprise?” I nodded again. “And finally, do you want it?”

 

“Amy,” I replied, “I want your surprise more than anything.”

 

She stepped forward and said, “Then open it up.” With that, I slowly reached my hands out, and pulled down the purple thong until an 8 inch cock sprang at me. “Suck it, suck my cock,” Amy said softly, yet sternly. I needed no more coaxing. I opened my mouth and wrapped my lips around Amy’s cock head. I popped it from my mouth, then stuck it back in. I sucked on the head for a few seconds, then I stuck my tongue out and licked the bottom of her cock. I took it out of my mouth and licked the length of Amy’s surprise several times before taking it back into my mouth. This time I went deeper, sucking about 4 inches into my mouth and bobbing my head on that for a while. Amy looked into my eyes the whole time. “Deeper,” she whispered. So I began taking another couple inches of her cock. it was pushing into my throat now, my body wanted to gag, but I wouldn’t let it, I was loving sucking Amy’s cock too much to stop. She threw her head back and exhaled loudly. I began massaging her balls. They were shaven clean, just like the rest of her body. I squeezed them softly, and she moaned quietly. “Lick my balls,” she commanded. I didn’t want to stop sucking her cock, but I did as she said. I slowly jacked her cock while I licked her balls. My face was buried in her crotch. “Suck them,” she whispered. I took one into my mouth and sucked on it, then pulled my mouth away and it popped out, then I wrapped my lips around the other, repeating this several times. I was jacking her cock with one hand, fingering her ass with the other, and sucking her balls one at a time…I was really into it. Girls had done this to me before, and I had always wondered what it would be like to be on the other end. Now I knew, and I liked it. Amy grabbed my hair and pulled so that I knew to stand up. I didn’t really want to quit, but my mouth was pretty tired. She stood in front of me, looking into my eyes. She pushed me back onto the couch and dropped to her knees.

 

Amy undid my pants and pulled my 7 inch dick out. She immediately stuck it in her mouth. As she went up and down on my cock her left hand squeezed my balls. I was so hot, I knew I wouldn’t last much longer. She stopped her expert blowjob long enough to say, “Lemme know when you’re gonna cum.” Then she lunged her head forward, forcing my cock down her throat. She was taking it all, I couldn’t believe it. Amy went all the way down and all the way back up so quickly I knew she had done it many times before. Every time she would pull her head back far enough my dick would make a ‘pop’ as it was released by her lips.

 

“Ames, I’m, I’m gonna cum…” I struggled to speak because of the amazing feeling. When I said this Amy’s mouth went into double time. She sucked harder, bobbed faster, and her tongue seemed to be everywhere on my dick at once. I moaned as I came. Shooting a good 9 shots into her mouth, surprisingly she never stopped to swallow, it just all collected in her mouth as she continued to suck. She kept working on my dick until the pleasure was too much for me to take and I grabbed her head and pushed it away. All of my cum was still in her mouth. She opened wide to show me, then closed her mouth and swallowed it in a series of 3 gulps. She smiled at me with her snow white teeth.

 

Amy stood up and said, “I love cum. That’s one benefit of having a dick, I can have nice warm cum whenever I want. I want you to finish me now, but don’t swallow. Just keep it in your mouth and we can share it.”

 

I dropped to my knees and took her cock in my mouth as quickly as I could. I wanted to take all of it like she did to me, but her cock was about an inch longer than mine, plus I had never given head before. I was able to get almost 7 inches of it. I tried to duplicate the things that she had done to my cock on hers, I could make it ‘pop’ out of my mouth, but I couldn’t suck as fast or as hard as she could. As I worked on her cock, I started squeezing her ass. I began thrusting her cock down my throat by pulling her closer to me with my hands on her ass, basically forcing her to face fuck me. After a few minutes I was able to take almost all of her sweet cock down my throat. She warned my that she was going to cum, so I started massaging her balls. I moved my mouth out so that I only had the cock head in my mouth, then I took my left hand and started pumping her shaft while playing with her balls with my right. She threw back her head and groaned as cum started spraying into my mouth. Shot after shot of Amy's jizz filled my mouth. I swallowed some of it, I remembered what she told me, and I really wanted to share it with her, but there was so much of it I had to. I swallowed 2 gulps of it and my mouth was still full to capacity. I didn’t know cumming that much was possible. When Amy finally pulled her dick out of my mouth cum was running down my chin because I couldn’t keep it all in. it didn’t taste particularly good, but it wasn’t bad either. The feeling of having Amy’s hot jizz filling my mouth was incredible. She dropped to her knees and tipped my head forward and started kissing me, her tongue stealing her cum from my mouth. Her cum dripped out of our mouths and got all over her chest.

 

After kissing and swapping the cum back and fourth for about a minute, Amy started swallowing whatever went into her mouth. I started to swallow as well, trying to get as much from her as I could. We both drank it greedily until it was all gone. Then I pushed her back, licked up what was on her breasts, and swallowed desperately.

 

We made out for another 20 minutes until Amy got up and went to get something to drink. When she came back to the living room she had 2 bottles of Gatorade and a paper bag. She threw me the bag and a bottle. I took a drink, and peeked in the bag. I saw condoms, dildos, lubricant, and a couple CD’s.

 

Amy took a drink of her Gatorade and smiled brightly, “I hope you’re not too tired, it’s only 2:15. I’m not done yet, are you?”

 

I thought for a second, and replied, “Ames, I could go all night.”

 

Just then a car pulled into the driveway. It was Brian’s car. Karissa got out of the driver’s side and walked up to the door with Brian following closely behind. They came inside together and walked right by us and upstairs without a second glance. I looked to Amy after they were upstairs and she said, “Don’t worry, we’ll see them again before we go to sleep,” then she took another drink of her Gatorade and flashes me a beautiful smile. As I looked at her I thought to myself, "My girl has a bigger cock than I do. How many guys can say that?"

"Mike, now you are Michele, you look beautiful! I hope you enjoy your first time as much as I did," said Carmel as she slid past me and out the door.

And that is how I became to be dressed as a woman and standing in the far corner of a darkened cell on E Block of Chelmsford Correction Facility for Men, and waiting for the most dangerous inmate in the jail.

 

Part II

 

"She's all yours Eddie. She looks beautiful." I heard Carmel say as 'she' disappeared down the corridor, her high heels clicking on the tiled floor.

Eddie appeared at the door to the cell, he stepped inside and closed the door behind him.

"So what do you think of the little nest I have here for you 'secretary bird'," he asked sarcastically.

"Eddie, what's going on, what's all this about," I implored.

"Well if you haven't figured it out by now hun, you are a lot dumber than I thought. I needed a secretary, but not just to be my accountant, I need a 'Girl Friday' who can help run my business and take dictation; emphasis on the DICK," he smirked.

"I recognised your potential early, so now I have made you into Michele, my secretary, confidant, and soon to be my personal assistant. Very fucking personal if you know what I mean!"

Eddie stepped towards me. He was dressed in a pair of light tan linen pants, a smoking jacket, and expensive looking moccasin slippers adorned his feet.

"You look beautiful hun, just what I was hoping for; come here," he whispered hoarsely and reached out to pull me to him.

I immediately tried to step back out of his reach but he gripped my forearm and pulled me forward. As he did his other hand came up and slapped me soundly across the face. It was what the inmates referred to as a 'bitch slap', and it really stung. My eyes started to water.

Eddie took a handkerchief out of his pocket and put it to my teary eyes.

"Now Michele, don't cry; I would hate to ruin all the hard work that Carmel did with your makeup," he said.

"Just behave yourself and there will be no more pain."

He lifted my chin and looked deeply into my eyes.

"God your just fucking beautiful," he whispered and put his arms around me.

Eddie embraced me, locking his strong arms around me. His faced moved forward and I sensed he was about to kiss me. My involuntary action was to move back. His right hand came up again and was held out flat near my face, ready to slap me again. I forced myself to stay still.

He enclosed me in his arms again and this time his lips came down on mine. It was the strangest feeling, I could feel the slight rasp of afternoon shadow on his face, smell the faint scent of his aftershave and the press of his thick lips against mine. He pushed his tongue into my mouth and I could taste my lipstick mingled with his mouthwash. His tongue started to explore my mouth and he pulled me even closer.

I forced myself not to back away, rather I became limp. I knew there was no way out of my current predicament without extreme pain and punishment. Even then Eddie would take what he wanted from me. I tried to clear my head and just endure what was happening to me without further antagonising him.

Eddie was now kissing me passionately, his lips pressed hard against mine, his tongue exploring under mine then slowly working its way around my mouth, flicking and probing. His body was hard against me and I felt a hand slide down my back and come to rest on my buttock. He rubbed his hand there, the material of my dress and half-slip whispered against the smooth nylon of my panties and hose.

"Mmmm," Eddie whimpered, his lips still against mine.

He lifted his face and looked at me again. I realised he was not looking at another man, but a gorgeous woman in her mid thirties, her hair styled in a bottle – blonde bob and wearing thick makeup, rouged cheeks and plum red pouting lips.

"God I just have to have you hun, my lovely little secretary bird; this is just how I imagined it would be!"

Eddie started kissing me again and I felt his other hand slide down so that he had both of my buttocks in his grip. I felt him lift up the hem of my business suit skirt and caress the material of my half-slip. His hands worked in a circular motion in time with his tongue, rubbing the silky slip against my tight pantied buttocks. I was so shocked that it took me a while to realise that he was also gyrating his hips against mine; pulling my lower half against his as his passion intensified.

I commanded myself not to move, to just take what was coming; it couldn't be worse than a beating or broken legs!

Then I felt it, I went from being a limp rag doll and tensed up, almost pulling myself away. Using the utmost self-control I forced myself to go limp again in his arms and allow him to ply my body against his. What I felt was a long iron bar that could only be an erection pushing against my stomach. I could feel it though the material of his slacks and my skirt.

Eddie was gyrating against me now, his tongue working feverishly in my mouth, his lips crushing mine. The hands on my ass gripped my buttocks and pushed my lower body harder against him. He was 'dry humping' me I realised; pushing his erect member against me through our clothes. I heard and felt a deep humming from his throat and he was breathing heavily in and out of his nose as he continued to kiss me deeply.

Eddie suddenly stopped pushing on my buttocks and I felt a hand leave my ass, glide across my hip then move between us. He fumbled there, his hand between my navy blue skirt and his loose tan linen pants. My god I knew what he was doing! And then I felt the fruits of his efforts down there.

Eddie had freed his erect penis from the confines of his pants and it was now like a hard iron bar between us. His hand flew back to my ass and he again rucked up my skirt and used both hands to caress my buttocks through the slip as he pulled me back against him.

He ground himself against me, his cock hard against my lower abdomen. I could feel the girth of it though the layers of skirt, slip, panties and pantyhose. I concentrated harder on not panicking and just allowing Eddie to do as he wanted; surely this would be over soon.

Eddies kisses had now become a hard insistent invasion of my mouth; every few seconds he had to break to take a breath; I could feel my lipstick smeared over my lips and over my teeth. During these little gasps for breath he would pant,

"Yes! oh yes baby! so good! so good!!!"

"Gotta do it soon! gotta do it soon!!!"

Eddie again removed a hand and fumbled around down there between us. This time I felt him lift my skirt up completely so it was rucked up around my waist. He lifted me up and forced me to my toes, my heels left the ground and I fell further against him, my face now level with his as I balanced in the awkward high heels that I had never worn before. Eddie struggled with his erection and I felt him push it down then release it so it sprag forward whilst at the same time he pushed our lower extremities together.

His cock was now wedged between my legs, hard against my crotch and encased in the silky sheer material of my half-slip.

"Oh my god!" Eddie groaned and began his hard circular humping against me yet again.

He got into rhythm, dry fucking me in time to his feverish kisses; slowly circling his manhood he had trapped between us. Eddie tugged hard on my slip and I felt it start to drag down my thighs until it was around the tops of my knees. Now I could feel his turgid penis trapped between my pantied crotch and gossamer hosed thighs. Eddie was pushing up now as he thrusted, fucking the silken trap made by my pantyhosed thighs and nylon pantied crotch. I could feel the head of his penis rubbing itself along mine through my panties. My penis was still held in place tight between my legs by the gusset of my pantyhose.

Eddie had just what he wished for I guess. His slutty secretary forced to stand tiptoe in shiny black heels, her silken pantyhosed legs circled by her pretty peach half-slip just above her knees. Her dress rucked around her waist, her blonde bobbed hair framing a heavily made-up face that was locked to his in a powerful stream of kisses.

The big strong man held his sweet secretary in his tight embrace, sliding his tumescent member between her thighs, the gossamer of her hose and silken sheen of her panties serving to provide little electric shocks of pleasure through his body.

I felt Eddie quicken his pace and his cock begin to throb. He pushed against me harder and he held me so tight I though he would squeeze the breath out of me. His tongue was now a wild wet animal, thrashing in my mouth, fluttering and exploring every crevice.

Both his hands gripped my buttocks squeezing them roughly through the gauzy nylon panties and pushing me forward and back to the rhythm of his thrusts. Then he groaned and gripped my ass so tight that I felt the nylon panties tear and his fingers burst through and bury themselves into the gusset of my pantyhose. He forced me against him as hard as could and I felt his penis begin to pulse and throb.

Hot wet fluid suddenly soaked the tops of my thighs and the crotch of my panties. I felt stream after stream of his creamy seed shoot against my silken hosed thighs and being to slowly run down my legs. My crotch was soaked with hot sticky liquid and as I struggled to breathe I could smell the salty, slightly swampy smell that is associated with fresh semen.

Eddie had ejaculated against me. He slowed down his thrusts and slightly eased his grip on me. His spend had now invaded the layers of panty and hose and I could feel it warm and milky against my penis.

Eddie's hands slid up my body to my shoulders and he gently eased me back and lowered me to my feet. He looked down, pulled up my half-slip and smoothed down my dark blue skirt, the hem coming to rest against my sticky thighs. Then he did something that summarised in my mind how used I felt; he took a handful of my skirt and wiped his slowly deflating penis on it; the globs of semen and silvery seminal fluid staining the dark material as he cleaned himself on me.

"Not bad Michele," he chuckled, "Now clean yourself up sweetheart, you look a complete fucking Mess."

 

 

To be continued………………………………..

 

 

Well the bouncer at the door searched my ID for flaws then allowed me to pass.  As I walked by he whistled at me and I blushed and turned and said, “Thank you.”

He chimed back with, “No thank you for the view of your butt.”

I had on a silk shirt buttoned half way up; it was hot pink and with white slacks and shoes made me look good.  I had my nails filed and on the way there I coated them with clear polish. 

As I walked in several others followed behind me, there were a few guys already mingling so I strolled up the bar and ordered a margarita.  I had drunk one a couple of times when my mom would make them and leave the rest in the blender.  I was sipping on it when I noticed two hunks that were coming near me.  I acted coy and shy and it paid off big time.  The two of them were interested and as my cock showed, so was I, though I acted different.  They seduced me into the back booth for another round of drinks and we talked about things in general while I gulped the second one down.

Ivan was 6’2” light sand for hair that was tailored and short.  His blue eyes look like the sky and his dark tan was hot.  Hugh the guy by him was equally as attractive and they were almost the same except for his dark curly black hair.  They asked me how old and I lied, and said 19.  Then as we talked I found out that Hugh was 29 and Ivan was 25.  They were funny and sort of witty with me through the third round of drinks, but when the fourth round came they had the bartender use Vodka and I started to feel the effects right away.  Suddenly I started telling them, “I came here tonight to get myself screwed and to see if I can suck a cock like I have dreamed about for years.”

“What does it take to get your horny Billy?” Ivan asked as he petted my hand and slowly rubbed up my right arm.

“Oh that’s easy to do, but if you caress my nipples and suck them you can get into my pants and anything else as well,” I honestly replied wishing I hadn’t later.

“Sounds like you wish you were a girl then Billy.  Maybe we should rape you like a girl?  Come on what do you say to letting us take you right here and now?”  Hugh said as he slid his finger to my lower buttons and undone them.

As Ivan helped soon my shirt was opened and each man had a finger inside it caressing my nipples, and between the coos and ayahs, I replied, “Oh hell why not.”

Just about that time a couple of other men came over that were friends with them.  They were hard to make out as the drinks made my vision fuzzy, but one was big black and handsome and the other was a smaller red headed man.  Hugh had my shirt in the booth as Ivan began to undo and remove my pant sand sexy little silky white thong briefs.  I felt my cock exposed to the cool air and warm hands of Ivan just as Hugh leaned over and kissed me on the mouth.  I turned towards him a bit and off went my pants underwear and shoes.  His hands were playing with nipples as I felt my body float up and onto the table.  These men had done this before and in the bar, even though it was against the law.  The owner seemed to know that if he stopped them it would only make things worse so he let us go.

Hugh helped himself to my ass and began to lick and rim my asshole out, Ivan moved to drop his pants then kiss me before he offered his cock to my wanting mouth.  I looked at it for a few seconds before Hugh plunged inside me.  Then as I got use to the cock in my ass I licked Ivan and started to suck him slowly.  A few other people in the bar began to gather around and watch us as the bouncer stopped letting anyone else inside and told them the bar was full.  I was on my side naked as these two experts took full advantage of my horny virgin body.  When I felt Hugh pulsing to his orgasmic climax, I got so hot that I sucked Ivan like a vacuum and boy did he explode.

My night was far from over as the two of them relaxed the other two men took over and soon I had a new cock to suck and bigger dick in me.  The sounds that we were making were animalistic and raw and the feeling of his cock in my mouth aroused me to suck him off and swallow as much as I could.  The black man drove in my ass and made squirm from it a few times until he launched his load in me.

Suddenly I realized that I was being a slut and I looked up to see more blurry images of people and hear another set ask to take me as Ivan began to caress my nipples.  Men fucked my mouth and ass and as the night grew on I was fast becoming a male whore, and loving it.

One cock came to my lips it was bent rough and huge and as I took it in my mouth I was sucking the cum in from my lips of another one and there in the midst of this were my very well hung next door neighbor and his lesbian wife.  They slid up to me and started to enjoy me as well and before I knew it the man had me suck his cock off and then fucked me before the night ended.  At just after three in the morning they closed the bar and tossed me out the back door naked into the alley and no clothes.  I was so drunk that I couldn’t care and after passing out I have no really ideal of what happened to me the rest of the night.  Sometime early the next morning I awoke to find myself in a bed.  The room was dark and cold and the only light came from a screen at the base of the door.  I stumbled from the bed to find the floor bare cold concrete and then I saw a small handle on the door and turned the knob but it was locked.  I fumbled around until passing out again.  The next time I awoke the room was much plainer and I could see it was a cell.  I had been arrested by the police for public drunkenness and taken to the intake center.  They had kept me several hours before I realized what had happened to me and when they released me to my angry and upset mom, I wished they just had kept me in jail.  They had me in the adult prison and were just as mad at mom when they found out I was a minor.  She took me home and kept me inside until I was clearly berated beyond all words. 

I was grounded and told to stay home for eight weeks.  Then came my appearance and parole and was made to be home bound for another six months.  Since I refused to admit being in the bar they couldn’t fine them or anything for what happened to me and they couldn’t get anyone who said they had seen me there either.

Then after a few weeks more, my mom finally allowed me some freedom, two weeks before I turned 17.  I got me a part time job and saved all the money I could because while all this happened to me, all I really wanted was for it to happen every night.  I knew my mom understood I was gay, but she didn’t realize I wanted to become a woman.  My brother who began to understand me and accept me also used me during my home bound time.  I let him fuck me every night.  Pretty soon he like my ass better than his girlfriends and started finding ways to take advantage of me being home.  Including having me naked and tied over the exercise machine while he fucked me.  I made him shave my legs and arms and cock bald and then he started getting me the pills I needed to transform.  That’s why I got the job to save money to pay for it.

When my brother found out that I was going to do it, he helped me pay for it.  Then finally I found out how much I needed it one night when he was gone on a date with a girl.  I was just out of my bondage and the neighbor saw me and invited me over.  His wife was there with a camera and showed me some images she had saved on it.  It was me being fucked like a dog by her husband and some other men.  It made me so horny that I stripped naked and begged for him to fuck me and her to shoot it.  They made a copy of the pictures and put it on a disc and I used them to get dates on the net with.  Pretty soon I came to realize I could get money from men for sex, so I sold my body for $25 a fuck or $50 for a gang bang.  I made enough money by my 18^th birthday to pay the whole thing and make enough contacts to enjoy it afterwards.

Today I am know as Sylvia Dee, I am the same height but I now have a set of 36D boobs and a soft little slit where a cock use to be.  I have been fucking men so long now I don’t miss my dick.  But if I go without sex for more than a day I miss getting dicks.

"I expect you’ll be very busy indeed," Eddie’s laughter faded as he disappeared down the corridor between the cells.

I cringed at the thought of another night in this caged prison brothel, forced to service some of the roughest men I had ever met. At the same time I was feeling confused as to how quickly I had acquired female mannerisms; how I had become aroused by wearing the lingerie, makeup, wigs, and heels that Eddie forced me to wear. I was also amazed at how, after only a brief introduction, I was developing the skills of the feminine art in applying makeup.

I was more disturbed however, by how I had responded to the sexual attentions of some of the punters and the ministrations of my crossdressed sisters. I could not deny that, despite the fact that during this torrid night I had been repeatedly orally and anally raped, I had experienced two of the most intense orgasms of my life this evening. I decided that I was just too dog-tired to think about it; I needed to sleep. I was even too tired to be angry with Charlotte and Carmel, who although they had obviously enjoyed the sexual encounter we had just experienced together, had obviously been put up to it by Eddie so that he could enjoy the ‘all girl’ show.

The two vixens in question, (who had just introduced me to my first transvestite lesbian experience), slunk out of my workroom cell. They both glanced back and blew me a kiss.

"Nightie-night sweetie," they giggled in chorus, the sound of their laughter and the clattering of their high heels diminishing as they moved on down the corridor.

Mabel came in and dumped my prison fatigues on the bed and pointed to the door with the words,

"Out! Shower. Get changed!"

I got the message and slipped out of my feminine attire and deposited it in the laundry bin in the corner of the cell. My heels and breast-forms went inside the large wardrobe. I removed my wig and put it on a vacant wig-stand then took the towel Mabel proffered, cinched it around my waist, and headed once again down the passageway between the cells carrying my fatigues to the shower block.

The overhead lights suddenly clattered on revealing the workroom cells on either side of the passageway. Through the open bars I stared at the oversized double beds, rumpled satin sheets, large armoires and dressers with makeup mirrors, totally incongruous in this disused prison wing. The workroom cells were like islands of perfumed femininity amid a sea of stink created by caged men.

Mabel poked her head out of my cell and barked orders to a couple of prisoners who I recognised as weaker individuals who had ‘no muscle’ and therefore had shitty jobs working in the prison laundry. They were stripping the beds and dumping sheets and pillowcases into large wheeled washing carts. They were also emptying the laundry bins from each cell into individual oversized prison laundry bags; I noticed the laundry bags were each labelled with the cell numbers and the feminine names of the ‘working girl’ that used each cell. As I passed one of the laundry hands I saw him bring a pair of soiled panties to his face and rub the bulge in the front of his denim jeans. I scurried past disgusted.

The laundry was a big money maker for the prison. It catered for the needs of the prisoners, the guards, and also took in work from nearby hotels and a hospital. Eddie controlled the prison laundry, as he did just about everything in Chelmsford prison. Obviously also had the laundry workers working overnight to wash and dry the bedclothes and clothing that belonged to his ‘working girls’. To make his prison prostitution operation work he must also have the laundry dry cleaning service clean the ‘girls’ skirts, blouses, jackets and other items of clothing.

The cleaning of feminine clothing had to be being done overnight as I had made many trips to the prison laundry during the day whilst working as Eddies accountant and I had never seen any items of female attire in there. I knew Eddie made a considerable amount of money from the laundry; and of course, he was paying off someone high in the prison authority so that he could run the laundry business. As his accountant I knew he would also be charging the ‘girls’ for the laundry service; Eddie made money off everything, he gave nothing away.

When I got to the shower block I ran the water as hot as I could get it and soaked myself for half an hour in the shower trying to wash away the shame and humiliation of the last few hours. I scrubbed my face repeatedly to remove the caked on makeup. The blush, lipstick and eye shadow came off easily but I had to scrub at my face continually with the washcloth until it came away bearing no traces of foundation or mascara. I poured nail polish remover onto a cloth and cleaned the red nail polish from my fingernails.

I moved to the mirror and was glad to see that I looked like a man again; but then I noticed that some mascara was still clumped here and there on my eyelashes and little clots of eyeliner were smudged in the corners of my eyes. I picked up a bottle of moisturising cleanser from the shelf under the sink and removed the last traces of ‘Michele’ from my body.

I winced as I pulled on my denim prison uniform fatigues and felt the scratch of stiff cotton on my body instead of the luxurious feel of satin, silk and nylon. ‘Stop it!’ I told myself as I found myself wishing I could exchange the scratchy denim and cotton work-wear for the soft feel of feminine garments; ‘this is how you are supposed to be dressed Mike; as a man!’

I made my way back to my accommodation cellblock without further incident. I was amazed to find my cell unlocked and unguarded. Fucking Eddie ran the whole prison I was sure if it! I let myself into the relative privacy of my own cell. With only a peephole in the door for the guard to look through instead of the open bars of the workroom cells in E Block it was as private as one could get in prison. As my head hit the pillow my mind was spinning with what had happened to me, how drastically my life had changed in one day. The last thing I noticed through teary eyes before I fell into a deep sleep was the clock on the wall ticking over to 2:30am.

I awoke the next morning and looked straight at the clock; it was 9:30am. Eddie must have arranged it with the guard on my wing to let me sleep in. I was tired and sore from the events of the previous evening and the early hours of this morning, I just couldn’t believe what had happened to me. I seemed normal enough (or as normal as one could be when you are a guest in Chelmsford prison); just Mike. Mike brushing his teeth, Mike combing his hair, Mike changing into clean fatigues. Mike drinking coffee alone in the deserted cafeteria. There was no sign of Michele or her feminine ways; Christ I wished it were all just a bad dream!

I looked down at my hands holding the coffee cup and noticed that there were little crescents of red nail polish under the cuticles of some of my fingernails. "Fuck!!!" I exclaimed. Then I heard the voice I feared most; Eddie had snuck up on me and whispered in my ear,

"Come on Secretary you’ve got a lot of work to do. Just because I’ve found you some after-hours employment, doesn’t mean you can neglect your day job," he snickered.

I followed him and took up my usual post working on Eddie’s books as I had done every day for the last few months. I couldn’t bear to bring up with him the events of last night or even look him in the eye. What I did do though was to pay particular attention to those parts of Eddie’s business that had now come to directly effect me. Because Mabel ran the books relating to the prostitution ring, I had never really paid them too much attention before, except to check the bottom line for profit against loss; today I paid them special attention.

how Eddie’s prison business works and how Mike/Michele ended up becoming Eddie’s accountant and ‘secretary’.

A note for those of you who haven’t read Part I of this story; you probably need to read it now to understand

It was all there, the amount each punter paid Mabel for a ‘session’ with each ‘girl’ (there were various codes that I didn’t really understand but as some sessions cost more than others, I could only deduce those punters wanted ‘special services’ and paid accordingly). Here was listed the earnings made by each of Eddie’s transvestite hookers against the costs involved in running his secret prison brothel. Payments were listed to Mabel, the guards (although a lot of the guards seemed to take their payment in ‘trade’), and the inmate ‘minders’ Eddie employed (I shuddered as I though about how ‘Iron-bar Steve’, his most vicious minder, had used me).

The costs of female attire, lingerie, cosmetics, perfumes, wigs, shoes and other accessories were carefully recorded against each girl’s name and deducted from her earnings. It appeared that despite these costs, and even after Eddie had taken the larger part of the profit for himself, the girls still made a substantial amount of money. By prison terms they were rich; in fact they probably made more money than your average streetwalker did on the outside.

Then I looked up the ledger entries Mabel had made against me, ‘Michele’; I was astounded at how much money Eddie had made from me last night, even though only a couple of my ‘tricks’ were paying customers. Then I looked in the debit column at how much money I owed Eddie; I was flabbergasted. I owed him thousands of dollars for the clothing and accessories he had purchased for me!

"What the fuck Eddie?" I turned around and shook the ledger book at him.

"This is bullshit! I’m a rich man outside but it will cost me double the money I owe you in bribes to have that much smuggled in!"

"I suppose I have no fucking choice, It would take me weeks to pay this off earning the money you expect me to make in your filthy whorehouse!"

I couldn’t believe that in my outrage I was shouting at Eddie like this.

"Oh no Secretary bird; months at least; probably a year to clear that debt!" he laughed.

"What the fuck?" I stammered.

Eddie reached out and grabbed my slender throat,

"You can only pay for the goods and services I provide for you with the services you provide to me!"

"What the fuck does that mean?" I asked. "Why can’t I just pay you out from money I have on the outside?"

"All of your clothes, makeup, wigs, nylons and those nice frilly things I have you wear, you have to pay for out of the money you make in the workroom. That’s the deal. How do you think I keep my little harem working for me?" he responded.

"And of course you will always need more of those lovely things, because, as you can imagine, they tend to get worn out quickly and suffer more than their fair share of wear and tear during the working day; or should I say working evening," he laughed.

"And I can’t have my punters complaining that my girls dress like shit now can I?" he mocked.

"Besides; look on the bright side, you get to keep everything you pay for and I’ll let you keep any tips; pardon the pun," he laughed.

"In a few weeks, once you get to like the work, you will be asking for more and more clothing, lingerie, and girly luxuries, all my girls do," he finished.

"Girls?" I stammered.

"Girls! Girls! Fucking GIRLS!!!!!"

"They’re crossdressers you dolt! They’re men! Men! MEN!!!"

"And so the fuck am I! I’m a fucking MAN not a GIRL!!!!!"

Whack! Everything went black.

I woke up on my bunk in my cell my head throbbing.

"Christ!" I groaned.

Eddie had obviously belted me during my outburst and knocked me out. I raised myself off my bunk and looked in the mirror. No visible damage done; just a bump on the back of my head. Eddie was too smart to mark his latest money-spinner.

I noticed my cell door was closed and on further inspection locked. Then I noticed a suit-bag hanging on the end of the double-bunk. On the disused top-bunk was a pair of black high-heeled open toe sandals, a makeup case, a pair of expensive Italian pantyhose still in their wrapping and some boxes that when opened contained white satin lingerie. A wig composed of a shiny black bob, with discrete cerise highlights was perched on a wig-stand. I recognised it as one of the wigs Carmel had had me wear last night. The wig had been cleaned, combed and styled; the harsh prison light bulb picked up the highlights in the hair.

I walked over to the suit-bag and noticed a note pinned to it. It read:

‘Get dressed. Be ready by 1pm and make sure you look good for a special friend of mine. Steve will pick you up.

Or don’t get dressed, your choice!

If you’re not dressed when Steve gets there you won’t need to get dressed in anything but hospital pyjamas for at least a month!

Love Eddie

XXX’

Resignation came crashing down on me yet again; I would not be able to get out of Eddie’s clutches until I was released from Chelmsford…or… a glimmer of hope formed in my mind…transferred!!! That was it! I would get a transfer! I had plenty of money outside; sure it cost me double every time I tried to get any of my money smuggled in, but if Eddie could bribe the guards, surely I could too! All I needed to do was to find out the right person to bribe. I made a resolution right there and then. I would withstand whatever depravity I had to until I could arrange a transfer to another prison. With this resolve firmly in my mind I started to get dressed into the clothing that had been bought into my cell whilst I was unconscious (probably delivered by Mabel in her male alter ego: the washed up trustee lifer).

I shucked out of my prison fatigues and stood naked in the centre of my cell. Short, slim and well proportioned with all of my body hair removed my body did not look especially feminine; but it was more womanly compared to most of the inmates in here who were either bodybuilders or had resigned themselves to lives of flabby inactivity. Maybe I could fatten myself up so that I wouldn’t be attractive to men? Then I remembered Charlotte, the chubby whore from last night, being fat had not worked for her, it had just made her more attractive to men who liked larger women (BBW’s as they were referred to in men’s magazines).

I opened the large makeup case and investigated the contents. It contained plenty of makeup, a small bottle of perfume and some jewellery in the upper compartment tray. I removed the upper tray to discover that in the bottom compartment was a pair of breastforms. The two silicone tits looked forlornly up at me from the bottom of the case. Breastforms! This time yesterday I wouldn’t have had a clue that the fucking things even existed. I selected the ruby red nail polish out of the makeup case and sat down on my bunk and painted my toe and fingernails contemplating the future. Eddie obviously had a special trick lined up for me this afternoon; what he didn’t know was the trick I was going to play on him; if I could just find out who I needed to bribe to get out of this nightmare.

I laid out the makeup on the shelf in front of the mirror over the sink and started the transformation from Mike to Michele.

I applied a layer of heavy foundation from my hairline all the way down to the bottom of my neck. Next I applied a second layer of Revlon foundation that matched my natural skin tone and then set the foundation with a lighter shade of face powder. I rouged my cheeks to highlight my sharp cheekbones, applied another light dusting of powder, and then went to work on my eyes.

My eyebrows were thin anyway and just required a light touch of pencil to form the arches. I applied a pinkish hued eye shadow to my eyelids and then blended a light aqua from there to just under my eyebrows. With a fine brush I applied black eyeliner in a thin line on my eyelids as close to my eyelashes as possible, top and bottom. I took the line right into the corners of my eyes as I had been taught. I applied lashings of black mascara to my eyelashes, only having to clean up a few little flecks that dropped onto my face. Next, three coats of the same plum coloured lipstick that I had worn last night, carefully applied inside the matching lip-liner. I pulled the black bob onto my head and adjusted the wig so that it sat correctly. I clipped a pair of silver and diamond encrusted sapphire drops to my ears and a matching pendant around my neck to finish the effect. I looked gorgeous; Carmel would have been proud of my efforts I thought to myself.

Now, to the foundation garments! I unwrapped the expensive looking Italian pantyhose. The diaphanous sheer black nylons were fully fashioned with dark reinforced cuban heels and toes; a neat black seam ran up the back of the legs to the top of the waistband. The gusset was as sheer as the rest of the hose with no joining seams or cotton insert that is usually found in the crotch area of most pantyhose. The nylons were decorated with tiny little rhinestones just above the heels.

I sat on the edge of the bottom bunk and slipped on the sensuous hose being careful not to snag them. My legs looked stunning, the little rhinestones made the pattern on the outside of each of my calves, the cuban heels tapered into the back-seam. I adjusted the seams to run perfectly centred up the backs of my legs. As I smoothed the hose little sparks of delight flew up my legs and I felt myself begin to stiffen. Before I could become further aroused I pushed my penis between my legs and held it there with the tight nylon gusset. These hose must be really expensive I mused.

Next I slid the white satin panties up my legs sending more little darts of pleasure into my body as they rubbed on the nylons. I stood and pulled the panties into place around my bottom and crotch. They were pure white, sleek and discretely laced around the waistband and leg openings. The full cut white panties stood out dramatically against the black nylon pantyhose; the seat of the full-cut panties encased the globes of my buttocks perfectly and the front panel was tight against my crotch with just my little package spoiling the effect.

I removed the breastforms from the makeup case and stood before the mirror and put them in place. I had applied a liberal amount of artist’s gum to my chest and the back of the breastforms as directed by the label on the tube I had found in the case. The directions on the gum promised to hold them in place ‘for hours on end’; they certainly felt secure. I just hoped the fucking things weren’t glued there permanently.

I put on the white satin bra next. Still a novice, this proved to be the hardest garment to get into. In the end I clipped the catches at the back of the bra together and pulled it on like you would a T-shirt, arms in first then pulled the back strap over my head. I wrestled the garment into position and smoothed out the sleek satin cups over my false breasts and untangled the straps over my shoulders and around my back. It was a lovely fit, perfectly matching the satin panties with a lace trim along the top of the breastcups with a single pale pink satin rose nestled between them.

The last item of lingerie in the packages was a full slip of the sheerest translucent white nylon. I slipped the item over my head and pulled it down so that the bodice fit snugly against my torso; the slip flared at the waist and finished mid thigh. The hem was trimmed with lace matching my bra and panties. The gossamer thin garment felt luxurious and when the material stroked against my nyloned thighs little explosions of pleasure ran up my legs.

I stepped into the patent leather black high-heeled sandals, my painted toenails visible through the reinforced toes of my stockings, the pretty cuban heels accented by the ankle straps of the shoes. I bent down and fastened a silver anklet around my left ankle; the chain sparkling as the light reflected off it accentuating the miniature rhinestones on my sleek hosed calves.

I stood up and unzipped the suit-bag. Inside was a navy blue suit and sheer white nylon blouse. I slipped into the blouse, the cool feel of the nylon sleeves sliding up my arms, the light material whispering against the full slip as I buttoned the garment. I stepped into the skirt; it was snug at the waist and tight around my hips and bottom, the hem coming to just above my knees. I pulled on the wide lapelled jacket and my transformation was complete.

I looked in the mirror stepping back so I could see as much of my reflection as possible. I was no longer Mike, the weak willed accountant; I was Michele, a power dressed executive; a ‘fem fatale’ in a business suit. I sprayed liberal amounts of perfume on my neck, behind my ears and then as Carmel had showed me, under my skirt.

I was about to sit down when my cell door slammed open. ‘Iron Bar’ Steve stood there in the company of one of the guards.

"Oh fuck me Steve she’s fucking gorgeous; I’d love to shag her bent over the bunk dressed just like that!" the dimwitted guard exclaimed.

"Fuck off stupid, you couldn’t afford a fucking hand job off her, she’s out of your league," Steve responded.

‘How chivalrous,’ I thought to myself, ‘A brain-dead thug defending the honour of a crossdressed inmate prostitute to a corrupt prison guard!’ I couldn’t help but smile at the irony of the situation.

"Oh you won’t be smiling for long honey," laughed Steve, "Eddie’s special friend doesn’t like jokes from fag inmates one little bit."

"Who are you calling a fag Stevie? You couldn’t get enough of me last night could you?" I clipped sarcastically.

Steve raised his hand but I stood defiantly in the doorway of the cell. I knew that Steve dare not touch me at the moment as I was all prettied up for some special punter. It was good to actually feel a slight empowerment for once. I sashayed though the cell door deliberately taunting Steve but I paid the price as I passed him; he reached out and squeezed my pantied buttocks through my skirt.

"Don’t touch the merchandise Steve," I taunted again, turning my pretty face to his and pouting at him.

"Oh don’t worry Michele, I’m just here to escort you to your special date, but you will be well used merchandise when you return," he laughed.

I looked around the cellblock and noticed it was empty. All of the prisoners were at work of course, but I couldn’t see any guards either, other than the dimwit who had unlocked my cell and was now making his way back to the guard’s office at the end of the block.

"Oh don’t worry honey, you’re getting the red carpet treatment, no one is going to see where your going except for a select few in the know," Steve said, tapping the side of nose..

Steve led me through a series of doors and deserted corridors. I never saw another soul; the doors opened electronically when Steve swiped a keycard though each of the card reading devices fitted next to the door-locks. ‘Who the fuck is Eddie’s special friend?’ I thought, ‘He must have some clout to be able have a crossdressed prisoner led halfway through the jail without anyone seeing it happening.’ ‘And who the fuck gives prisoners like this maniac escorting me the keys to the jail; this was just fucking insane!’

We finally arrived at a set of fire stairs, the door to which Steve opened with a swipe of his card. He led me up three flights of stairs, me tottering on the high-heels I was still unaccustomed to wearing. He opened the door at the top of the last flight and held me back as he scanned the corridor for a few seconds.

"Ok, quickly now," he said grabbing my wrist and pulling me into the corridor behind him.

"This is his private entrance; I’ll pick you up from here in hour. Behave ok!" Steve whispered in my ear, kissed me gently on the earlobe, and pushed me through an unlocked wood paneled door and slammed it shut behind me.

I half fell through the door and as I glanced up I could just make out the name embossed on the door; in faded gold leaf lettering it said WARDEN.

Warden Stone was a large man and as I fell though the door he caught me in his strong arms.

"You must be Michele," he smiled, gazing directly into my eyes.

"Here take a seat," he insisted leading me to a large leather divan set against one wall of the large office.

I was mesmerised; I knew that things were obviously way out of the ordinary in this fucked up jail. What with Eddie running every legal and illegal activity he could, including a lucrative brothel staffed by crossdressed feminised prisoners, corrupt guards and inmates running around with the keys to the doors; it was just farcical. The lunatics were literally running the asylum. But this! The Governor admitting a crossdressed prostitute, delivered by a messenger from the hardest criminal in the jail, into his private office; this was beyond comprehension!

But then again; in some fucked up way it made sense. How could Eddie possibly get away with what he did in here without the blessing of the Governor. In fact it made even more sense as I quickly caught on to the enormity of the situation; this was where Eddie’s largest payments went to; the Warden, they were obviously partners. The Warden ran the jail but Eddie ran everything inside the jail and the Governor got his cut; including the fringe benefit of access to Eddie’s working girls whenever he wanted. How else could all this be explained?

At the same instant another lightning bolt struck me; I was now with most powerful man in Chelmsford prison, if anyone could get me a transfer out of here it was him! I decided right then and there that I was going to be very nice to the Governor; no matter how disgusting his needs were, I was going to tend to every one of them willingly. After all, this could be my only shot at getting out of this nightmare. ‘So Mr Stone,’ I thought to myself ‘You’re about to have the wickedest hour you ever spent with one of Eddie’s whores!’ I mustered my resolve and made my move.

"Why thank you Warden Stone," I offered him by biggest smile and sat down, crossing my legs in a ladylike fashion so that the hem of my skirt rode up to mid thigh.

I noticed his eyes open wide and heard a sharp intake of breath as he heard the soft rasp of my nylons rubbing together and stared at my thighs encased in their gauzy nylon sheaths.

"Stanley please," he smiled back.

"And you are Michele I’m told," he went on.

"Well Michele let me paint a picture for you; I’m sure you are not naïve and understand why you are here. But there is no need for this to be unpleasant for you; I assure you that I can behave like a gentleman, and this scant hour we have together can be a welcome break for you from the filth and depravity you experience very day in my prison."

"So Michele, shall we spend a nice relaxing hour together?" he asked expectantly.

"Why Warden, I mean Stanley; if you are the gentlemen you already appear to be I’m sure I can behave like the lady you want me to be. Perhaps we can even accommodate each other in other ways if you would like to discuss a proposal I have for you?" I responded maintaining my painted smile.

Warden Stone’s face clouded over at my proposal; I had gone too far too early; I went into damage control.

"But of course that’s for later, please sit with me," I patted the leather couch next to me and batted my lashes like a good little coquette.

Stanley smiled again and managed to drag his gaze away from my legs to my eyes.

"Lovely, but please, allow me to get you a drink; scotch?"

"Please," I smiled back and he turned to an expensive looking oak cabinet to pour the drinks.

‘I might as well make the most of this,’ I though to myself as I glanced around the Warden’s impressive office. As one would expect it held all the trappings of power; a large desk, chunky furniture, the wall adorned with certificates, trophies and pictures of the Warden with other powerful men. On his desk I noticed a picture of the Warden and his family. His wife appeared mousy and his daughter was a skinny teenager with dank hair; they were smiling painfully for a picture obviously posed to project family harmony. I wondered what his mousy wife would think if she knew that Stanley’s peccadilloes ran to intimate encounters with crossdressed prison inmates?

Stanley returned to the large sofa, stopping off to turn out the overhead lights and check that the door to his outer office was locked and the shades lowered. He set the drinks down on side table and adjusted the one remaining lamp to a diffused glow. ‘Very cosy,’ I thought to myself; ‘I bet his receptionist is on an errand for an hour or so.’ I wondered how often he did this?

The Warden handed me my drink and indicated the vacant place beside me on the sofa,

"May I Michele?" he asked smiling.

"Of course Stanley," I smiled, again patting the seat beside me.

Stanley sat down heavily beside me and the cushion gave way under his weight so that I leant in towards him slightly, the golden liquid and my red fingernails glimmered in the diffused lamplight as I raised my glass to him.

"Cheers," I whispered and drank heavily from my glass.

"Cheers," he responded, downing the spirit in one huge gulp.

Stanley had to be over a hundred and thirty kilos and close to two meters tall; well proportioned but large; I noticed the beginnings of a paunch hanging over his belt as his suit jacket opened. ‘Ok this is it,’ I decided; ‘lets get this façade over with!’

I reached out and took his empty glass from him and placed it on the side table beside mine, a crescent of lipstick decorated the rim of my glass.

I turned to face the Warden and reached out to him, gently taking his head in my hands, I pulled his face towards mine seductively opening my lips slightly. Stanley groaned and pressed his lips lightly against mine. He kissed me softly, with his mouth closed; then he reached out and put his strong arms around me and eased me against him as he smothered my face with feather soft kisses. He kissed me all over my face; my lips, my cheeks, my forehead, and placed little butterfly kisses on my lightly closed eyelids.

"You are so beautiful," he whispered in my ear, gently nuzzling my earlobe.

My hands were now on his powerful shoulders and we embraced each other for a few minutes; softly kissing each other, I felt the heat slowly growing in him as he became aroused.

I felt his hand slide down my body and come to rest on my knee; he softly massaged my leg, slowly working his hand higher, lightly stroking the inside of my stockinged thigh. His breath was becoming heavy now but he made no attempt to force himself on me; his mouth remained closed as he tenderly rained down soft kisses on my mouth and face.

I reached out with one hand and placed it on his thigh feeling the hard muscle through the material of his trousers; the back of my hand brushed briefly against his tumescent member; he gasped.

"Oh Michele; you naughty girl!" he whispered, his hand sliding under my skirt came into contact with my slip.

The Warden wrapped his hand in the silken material and began to slowly glide the slip up and down my thigh. The feeling of the delicate fabric rubbing on my pantyhose was exquisite; my member began to awaken in the silken gusset of my hose; my tight white panties holding it in place as it slowly thickened and elongated.

I moved my hand across the bulge growing in the Warden’s trousers and found the zipper on his fly. He removed his hand from under my skirt and gently moved my hand away.

"No Michele, I want to taste all of your sweet treasures before we consummate our little interlude," he said and took hold of my upper arms in a tight grip.

‘Quite the wordsmith,’ I though to myself; ‘I wonder what sweet treasures he intends to enjoy?’

Stanley kissed me fully on the lips, pressing his torso hard against me, slowly sliding his tongue into my mouth; I tasted my own lipstick on his tongue as he gently explored my mouth. Then he pulled his face away from mine and eased me back against the padded armrest of the divan. I guessed that now he would want more than just kisses and caresses and as he adjusted his position on the sofa I made to remove my suit jacket.

"Oh please no Michele; I want you dressed just as you are. I love a woman who can pull off the whole power-dress performance thing and still look feminine and sexy."

"Do you like the lingerie? I had Eddie acquire it for you just for this occasion; and those nylons, God, I could eat you up in those. In fact I think I just might," he chuckled.

I relaxed back against the padded armrest and Stanley bent down and lifted my legs so that I was lying lengthways on the divan. I was lying with my back supported by the padded armrest and my legs across Stanley’s lap.

"That’s better," he smiled and began to stroke my legs with his hands.

"Oh that feels so sensuous, and I just love those little rhinestones sprinkled on your stockings," he said.

He bent his head and raised one of my legs to his mouth and commenced planting sweet little kisses all up and down my calf. He moved his lips slowly up and down my lower limb and then licked the back seam of my stocking all the way down to my high-heeled sandal. He kissed my feet, and pushed his tongue into the darker reinforced extremity of my hose and sucked on my painted toes through my open toe sandals. I must say it felt quite erotic.

Stanley used his free hand to stroke my other leg sliding his fingers far up under my skirt, stroking up and down my leg slowly and sensuously.

"Mmmmm let me see," he groaned and lifted his face from my feet.

He opened my legs slightly and raised my skirt up around my waist. He gazed upon me lying there with my stockinged legs in his lap with the hem of my slip coming halfway down my thighs, the pure white nylon slip in contrast with the dark hosiery.

"Lovely," he said, and began to kiss me up and down my legs again.

This time he buried his head under my slip and continued up my legs right to the top of my thighs. He kissed the front panel of my satin panties whilst stroking my legs. After a minute or so of placing soft kisses on my panties and thighs he made his way back down my legs and began to suck on my nylon sheathed toes again. His hands were now sliding the soft material of my slip up and down my thighs creating wonderful sensations through my body. My member was stiffening further and was becoming uncomfortable being held in place under my crotch by my pantyhose and tight panties.

Stanley was now licking my shiny black patent leather sandals, holding both my feet in place by the spikes of my heels. As he worshipped my feet and gazed up my legs, his eyes glazed over with lust; then he started sucking on the spiky high-heels, taking them into his mouth and lovingly caressing them with his tongue; first one then the other; as if fellating my heels.

He was panting and groaning as he worshipped my legs and feet. Then he moved one hand down to his fly and pulled on the zipper. His hand disappeared inside and rummaged around eventually freeing his erection; it protruded stiffly from his trousers, red, angry and engorged.

Stanley lifted my feet and re-positioned them one on either side of his hard cock and slowly started to fuck my feet. I realised what he was doing and assisted him. I slowly started to masturbate him with my feet, slowly lifting them up and down, letting my soft stocking foot caress the head of his penis and then the patent leather of my shoes.

Stanley threw his head back against the cushioned divan and let me foot fuck him. He renewed his carnal attack on my legs as I wanked him with my feet. I trapped his member my feet and stroked hard. He moaned and writhed in ecstasy.

Then he looked at me again and gently moved my feet out of his crotch. He stood up and re-positioned himself on the divan so that he was kneeling between my spread legs. With trepidation I thought, ‘Here he goes; he’s going to fuck me.’ But he didn’t. Stanley closed my legs and lifted my feet up to his mouth and began to worship them with his lips and tongue again. I was lying down full length on the divan now with just my head pillowed on the armrest, my skirt and slip rucked up around my waist with my legs lifted up whilst Stanley took oral pleasure on my feet and calves. Now I knew what ‘sweet treasures’ the Warden wanted to taste; he was a foot fetish. ‘Well at least I might leave here without having to gratify him in some other disgusting way,’ I thought to myself.

Stanley was now in a frenzy, lapping and sucking at my shoes, toes, and feet; he was panting, his face red and sweating. Stanley actually looked quite pathetic dressed in his full suit with just his stiff penis poking out his trousers as he paid homage to my peds. He stopped briefly and quickly fumbled at his waist, undoing his belt and pushing his pants down around his thighs. Then he gripped my ankles, lowered my legs and pushed my feet together. He pulled my feet between his legs so that his cock lay in the silken valley created by my calves. Then he started to fuck my legs.

He rubbed against me faster and faster and I could feel the friction of his hard cock against my nylons. Stanley groaned and whimpered. His gaze alternated between my face and my pantied crotch as he pushed his cock against me harder and faster.

I decided that I would assist him with his fantasy and placed two slender, red-nailed fingers on the gusset of my pure white satin panties and began to stroke. Stanley reacted immediately.

"Oh yes Michele! You naughty, naughty girl!"

"You are such a pretty girl, but such a naughty girl," he chanted.

"Oh Michele, you naughty nyloned princess I’m going to come; I’m going to come all over your pretty toes and feet; would you like that?" he begged.

"Yes Stanley please; please come all over me!" I role-played for him as he approached his climax.

He shifted his grip to my ankles again and pulled my feet up to his quivering member. I knew exactly what he wanted and began to masturbate him hard and fast between my feet; pushing back and forth with my legs so that my high-heels and stockinged feet ran up and down the length of his shaft. At the same time I furiously rubbed the front of my panties; a parody of a woman pleasuring herself.

"Come for me Stanley; come on honey, come for Michele baby," I cooed.

Stanley’s face screwed up and went bright red as a shattering orgasm washed over him. Ropes of creamy semen jetted from his penis splashing up my legs. Spatters of his spend formed sticky white pools on my calves and feet; they glistened in stark contrast on my black stockings. My diaphanous black hose became darker still in the places where Stanley’s semen soaked into the nylon.

A silvery thread of Stanley’s ejaculate hung down from the heel of one my shoes forming a sticky necklace between my foot and his deflating penis.

"Oh Michele, that was wonderful," Stanley gasped and collapsed on top of me.

His weight nearly knocked the breath out of me as he started to cover me my face with soft kisses again. I pushed lightly against him until he took the hint and rolled off me so we were lying side by side. Stanley pulled me close against him, one arm over my body caressing my buttocks, slowly stroking the sheer nylon slip against my panties. His kisses grew harder and his tongue now invaded my mouth; I could hardly breath. I managed to pull my face away from his.

"I’m glad you liked that Stanley; was that how you wanted to take me?" I whispered in his ear.

"Oh yes Michele, but that was just an entrée sweetheart; I recover very quickly," he whispered back.

"Perhaps a drink Stanley, before we play some more?" I asked.

I was getting confident now; the Warden was obviously a submissive, I had read that powerful men often liked to take on a submissive role during sex play. I decided to test my theory.

"Come on Stanley, pour me another scotch and we can discuss a proposal I have for you. If you are a good boy and treat me nice I might let you have some more," I teased.

I was not prepared for what happened next; I had hopelessly misjudged the situation.

The Warden used his powerful build to roll me onto my back and pull himself up so he straddled my waist. One huge hand came across and swiped me on the side of my face, stinging and numbing me.

"Oh I don’t think you realise the situation here bitch! I’m the fucking Warden of this jail and you’re just another slag who Eddie provided for me to use as I see fit."

"Don’t try and offer me proposals! I make the fucking proposals here!" he screamed at me.

"Now here’s a fucking proposal; lift your fucking trollop arse up off my lounge," he yelled.

Warden Stone stood up and dragged me off the divan and shook me like a rag doll. I was terrified; the man had turned from being a gentleman to a demon in the space of seconds.

"Here’s another fucking proposal," he barked and shoved me hard towards his desk.

I tottered on my heels and reeled over towards the desk; one of my shoes flew off and my stockinged foot slid on the polished floor. I reached out trying to grab the desk for support but I collapsed on the floor beside the desk, legs akimbo.

"And here’s my final proposal," the Warden bellowed and moved in, pulling me up off the floor and bending me over the huge oak desk.

One bear-like hand grabbed my skirt and tore it from my body; the side seam splitting with a loud rip. The Warden pushed me down harder on the desk, he put one hand on the back of my neck and mashed my painted face onto the hard surface of the desk. With his free hand he pulled my slip up and over my back and I realised how exposed I was in this position. I was bent over the desk with my skirt ripped off, my slip hiked up, tottering on one heel, my satin pantied buttocks raised and exposed.

Warden Stone let go of my neck briefly but it was no relief; I was horrified by what he did next. He put both hands on my hips and yanked my panties and pantyhose down in one swift movement. They tangled in a bunch at the top of my thighs.

"No! Please, Stanley don’t do this," I whimpered.

"What you mean this, you cocksucking whore," he taunted and I felt him position himself behind me, his swollen penis probing at my buttocks.

"No! No! Please!" I begged.

"Well what do you think of my proposal Michele?" he grunted and pushed forward with all his weight.

"Ohhhhhhh god no!" I moaned as his member slid all the way up inside me.

I felt as though I had been split open. It was so tight and he was in me so deep that I could feel his groin hard against my bottom. Then he raped me. He just fucked me like a whore. Bent over the desk I could offer no resistance as Warden Stone commenced thrusting in and out of me. I don’t know how long he ploughed himself into me; at least ten minutes; he obviously had plenty of staying power having just recovered from an orgasm only minutes ago.

He grunted and groaned, calling me filthy names and slapping my buttocks as he fucked me hard and fast. His cock pistoned in and out of me and his groin slammed against my buttocks. I forced myself to relax my sphincter but the pain was still excruciating. Eventually the lubrication from his pre-seminal fluid eased some of the pain as his invading member continued to rape me.

Eventually he bellowed, grunted and puffed and suddenly I felt the hot ooze of semen inside me. The Warden wasted no time and pulled himself out of me immediately. He yanked my panties and pantyhose up over my buttocks and I felt him wipe his penis clean on my buttock; his warm spend left a wet patch on the cheek of my bottom. I remained bent over the desk, silent and humiliated, feeling vile and debased as the Warden pulled up his pants and shoved the tails of his shirt into the waistband of his trousers.

There was a gentle rapping at the wood paneled door through which I had entered the office only an hour ago. The Warden grabbed my arm in a vice-like grip and dragged me across the office. He opened the door and threw me outside like a piece of garbage; I tripped and fell to my knees on the hard polished floor tearing my beautiful pantyhose. I looked up to see ‘Iron-bar’ Steve smirking down at me. The Warden briefly disappeared back inside his office, then returned to the doorway and threw my shoe and my ripped skirt at me.

"Tell Eddie I’ve finished with this for now. She’s one of his better whores, but she has too much of a mouth on her," Warden Stone barked at Steve and slammed the door shut.

 

 

 

 

The Predator walked over to one of the stalls and grabbed a handful of toilet paper from the dispenser and then strolled over to the ottoman.  He looked at the transvestite whore lying there, her lovely blonde bob and white nylon blouse were covered in the biker’s semen, her stockinged thighs spread wide crudely displaying her red nylon panties soaked in her own emission and that of the biker who had fucked her. With her leather mini bunched around her waist and her red high heels wide apart resting on the ottoman, she looked fucked and contented.  He handed her the bunched up toilet paper, “Clean yourself up,” he growled.

The Predator watched the transvestite as she sat up and adjusted her underwear; she stood up and moved over to the mirror and used the paper and some tap water to clean most of the semen off her hair and clothing; she went into one of stalls for a few minutes and then he heard a flush.  He was thinking to himself that he had very much underestimated this transvestite bitch; she had handled all of the circumstances that he had put her in to and was gaining the upper hand with each situation. A plan formulated in the back of his mind.  Would she go for it?  There was only one way to find out.

The Predator held his hand out to the dishevelled woman and when she took it he led her back to the ottoman and indicated for her to sit.  She sat down and he sat beside her and looked at her face; still pretty despite the messy makeup and unkempt hair.  He slid a hand over her stockinged thigh and looked her in the eyes, “Michele is it?  Well Michele, we are leaving here now and I’m taking you home. On the way we are going to have a chat and I’m going to make you an offer that I want you to consider; either way, given what has happened tonight I don’t think you want to go the authorities and tell them what happened; otherwise your friends and family would have to know about your double life.  Just think my proposition over let me know one way or the other.” 

The Predator kissed her gently on the lips and helped her to her feet; he handed her her purse and took her by the arm and escorted her out of the ladies room into the dark bar.  He walked Michele past the booth where Red still sat nursing a drink, “Bye Red,” he muttered as they walked past.  As they made their way to the door of the bar the bikers standing around the pool table all applauded and yelled out cat calls.  The Predator led her out into the cool night air and over to his car; he opened the door for her and as she went to get in the car he pulled her to him and kissed her.  She responded and wrapped her arms around him holding him tight.  He gently disengaged himself and helped her into the car and they drove away into the night.

Three weeks later……………………………..

The Predator looked at the middle aged woman spread eagled on the huge four poster bed.  She was tied hand and foot to the bed by the stockings he had taken from her dresser.  She was just to his taste; her heavily made up face was framed by her permed red hair.  He studied her for a minute.  Her pale skin was sprinkled with freckles just visible under the layers of foundation, face powder and rouge.  Her eyes were pale blue framed by her dark mascara and eyeliner and her bright red lipsticked lips quivered in fear.

The Predator cast his eyes along her body.  She wore a red satin evening gown; now slit open from her breasts to the hem at the bottom of the dress.  The gown had been pulled open exposing the black nylon full slip that she wore underneath; this garment too had been slit from top to hem exposing her red satin half-cup brassiere and matching directoire knickers.  Just above the waistband of her knickers the lace top of a black suspender belt was visible; the garter straps peeking out from the legs of her knickers were attached to high sheen taupe stockings; the stocking tops were dark brown and pulled taught where the suspenders were attached by their glistening silver clips.  Her shoes were red suede high heeled pumps.

The Predator thought she looked like a sacrifice on an alter; the bizarre image was like some gothic tale; with her red satin gown and black full slip spread open beside her; he imagined she looked like a vampire queen, spread eagled and awaiting the stake.

The Predator moved over to the side of the bed and gently, light as a feather, ran the point of the silver steel blade of his knife along her body; starting from between her breasts, along the curve of her belly and down to her sex.  As she moaned he savoured her fear.  The Predator placed his other hand over the crotch of her satin directoire knickers and pushed the silky material into her cleft, “Like I said, honey; don’t cry out and no one gets hurt,” he whispered.

Michele was dressed in a full-body black leather corset; her new breastforms filled the cups so that the leather pulled taught across her breasts.  She wore black satin full cut panties, the crotch just visible below the bottom of the corset.  Suspender straps ran from the corset underneath her panties and were attached to diaphanous black nylons with dark reinforced cuban heels and stocking-tops; tiny diamantes decorated the satiny stocking-tops and the cuban heels; a black seam ran up the back of the stockings.   These were the same stockings the Predator had made her wear to the biker bar three weeks ago; she knew he loved them.  Her feet were shod in black patent leather high heeled sandals; her painted red toenails just visible through the reinforced toes of her nylons.

Michele had carefully matched her makeup to her attire; which reflected her mood this evening.  Earlier in the evening she had sat in front of her makeup mirror and contemplated how she wanted to look.    The theme was dark; black actually, and she was so excited that she had to be extra careful when applying her makeup.  She applied two thick but even coats of pale foundation to her face and neck.  Then she painted jet black kohl to her upper and lower eyelids, starting in the very corner of her each eye, working outwards applying three thick coats so that her eyes looked like an Egyptian goddess.  She carefully brushed dark purple eyeshadow onto her eyelids applying several coats to get the desired effect; she smudged the dark makeup with a finger feathering it out and up so that it faded just below her eyebrows and extended right to the outer edges of her eyes.

Michele next applied a dusting of red rouge to her cheeks; running it diagonally across her cheek-line and feathering it up to almost meet with her eyeshadow.  She applied a coat of pale face powder next, setting the foundation and rouge.  Then she carefully removed the plump black false eyelashes from their little plastic container. She fiddled around until they were set perfectly and indistinguishable from her own upper eyelashes.  Her lashes were now long, plump and dark.  She heavily mascared her lower eyelashes and then reached for her lipstick.  She applied blood red lipstick to her lips using the base coat applicator and then set her lipstick with the clear top coat.  As she did this she was pleased to see her bright red nail polish matched the lipstick perfectly.

Michele applied another coat of pale face powder and reached for the wig she had selected earlier.  The wig was a jet-black short bob; she adjusted it in place and fiddled with the fringe so that it was in a perfectly straight line across her forehead coming down to just over her eyebrows.  She gave it a final combing; the sides of her hair extended along her cheeks and angled up; the hair at the back of the wig ran high across the back of her neck displaying her delicate white skin.  To emphasise her neck she clipped on a diamante set silver necklace which had three strings of diamantes drops connected to the main necklace hanging down to the top of her breasts.  She clipped on matching earrings which dropped almost to her shoulders.

Michele wore a huge red ruby ring set in silver on the ring finger of her right hand and a huge yellow diamond with matching setting on her left.  On all of her other fingers she wore silver rings of various designs.  Around her slim, black-nylon clad ankles she wore silver anklets.  She stood up and slinked over to her full-length mirror and looked at herself, her eyes wondering up and down, adjusting little things here and there. She uttered one word; “Perfect.”  Then she sprayed herself liberally with her favourite perfume, ‘Poison’, pulled on a trench coat and went down stairs to wait for the Predator who would soon be here to take her out on her first adventure with him.

Michele now stood on the other side of the huge four poster bed and looked down at her captive.  He was tied to the bed in the same fashion as his wife; lashed to the frame of the bed by nylon stockings.  He was wearing a black dinner suit but the jacket had been discarded before the man was restrained on the bed.  His crisp white formal shirt was unbuttoned; the tails untucked from his trousers and the shirt wide open displaying his dark hairy chest.  His black dress trousers had been pulled down to his ankles so that only his white satin boxer shorts covered his manhood.  He was about fifty but still trim and handsome; his deep blue eyes were set off by his black curly hair.  His face was chiselled and his cheeks well defined.

Michele ran a sharp red fingernail down his body, starting at his throat and ending just below his belly button where the waistband of his boxer shorts lay tight across his abdomen.  The man groaned; “You won’t get away with this you bitch!” Michele responded by gently fondling his package through the satin shorts and whispering, “Shush honey; you heard what my partner said; don’t cry out and no one gets hurt!”  She was pleased to feel the man was adequately endowed and could hardly wait for the fun to begin.  Her own genitals ware restrained by a gaff and as her excitement mounted it was becoming decidedly uncomfortable.

The Predator was naked; his rampant penis stuck out in front of him, tumescent, pink and swollen, a long rope of clear pre-seminal fluid hung from the eye of his glans.  He climbed onto the bed and straddled the woman who was lashed there spread eagled.  He rubbed his cock over her satin encased tits and groaned as the silky material stimulated the nerves in his hard member.  The woman squirmed beneath him but all her movements did was to excite him further.  He grasped the bed head and lifted himself up and forward until his cock was over the woman’s face and then lowered his crotch until his erect penis rested on her cheek.  He rubbed his cock all over her face and was delighted when a single tear escaped her eye and ran down her cheek.

Michele watched the Predator climb on the bed and knew that the fun was about to start.  She saw the look of anger in the eyes of the woman’s husband.  She sat on the bed beside the man and lowered her face to his and pressed her mouth down on his thick sensuous lips.  He tried to move his head away and she gripped his testicles through his shorts and squeezed.  He got the message and lay still; he knew there was nothing he could do.  The Predator had done all the talking when they had overpowered the couple as they had just finished dressing to go out for the evening.  The threats the Predator had made, particularly against the woman, had forced the couple to capitulate.  They knew their best option was to be compliant and then hope that the man and woman who had broken into their house would leave them unharmed once they had had their way with them.

Michele probed her tongue inside the man’s lips and forced it into his mouth; she swirled it around and savoured his sweet fresh breath.  She eased her grip on his testes and snaked her hand inside his shorts and took his thick flaccid member in her hand.  She kissed him harder and slowly started to stroke his penis.  She heard him gasp and then she felt his cock begin to harden in her fingers.  Michele smiled even as she continued to kiss him; she thought to herself that men were just so easy to control.

The Predator looked across at Michele kissing the helpless man on the bed and smiled when he saw her hand disappear inside his shorts.  He sniggered when he saw that she was goading an erection out of the man.  He moved his body down onto the woman so that he was lying on top of her, his face hovering over hers, “Look,” he said, “your husband can’t help himself; he’s enjoying it!”  The woman strained and turned her head and saw the attractive black clad woman kissing her husband; she looked down and was horrified to see the bitch had her hand inside her husband’s shorts and was stroking him.  She was more horrified when she saw the woman ease her husband’s erect member out of the fly of his shorts and stroke his hard cock, her bright red fingernails snaking up and down his tumescent member.

Michele was now stroking the hard cock in her left hand; she slid her fingers up and down the spongy mass of sinew and veins and felt it thicken and engorge.  She kissed the man passionately and he groaned and started to respond to her kisses, the tip of his tongue exploring hers.  Michele pressed her body against his and slid one sleek nyloned leg over his and began to rub her black nyloned leg up and down; he writhed and began to push up with his abdomen so that his cock was actually fucking her hands.  She loosened her fingers so that his cock was held in a feather like grasp; barely touching the skin of his penis.  She felt him buck and bounce as he tried to get more friction on his manhood.  Michele’s smile widened.

The Predator watched as the woman looked on horrified at the reaction of her husband to the ministrations of the whore who was rubbing her stockinged thigh along her husband’s leg.  She saw him attempting to fuck the trollop’s hand and heard his heavy breathing in between the long wet kisses.  More tears escaped her.  The Predator lowered his face to the woman and began to spray soft kisses on her pale skin; he gently lapped up her tears with his lips.  He ran his hand down her belly and tenderly cupped her sex through her directoire knickers and began to work the soft gossamer material of the knickers into her cleft.  The woman stiffened beneath him and then began to struggle. He forced his lips down on hers and pushed a finger into the folds of her labia and began to softly stroke her clitoris.

Michele looked across at the Predator as he began to stimulate the woman’s sex and force his mouth over hers.  She lifted her face away from the woman’s husband and whispered in his ear, “Look.”  The man turned his head to the side and was greeted by the sight of his wife struggling under the monster who had invaded their house.  To his disgust he saw his wife stop struggling and begin to move her hips in a circular motion in time with the man’s hand which was buried in his wife’s knickers.  While his attention was elsewhere Michele turned around on the bed and lowered her face the husband’s erect shaft and slurped the stiff member into her mouth, smoothing her lips all the way along the shaft until her lips were at the base of his cock; she lashed her tongue around the bulbous glans.  The man moaned and pushed his hips up off the bed and began to fuck her mouth as she moved up and down on his rampant cock.

The Predator looked across at Michele and saw her fellating the woman’s husband.  The man was face fucking Michele and he had look of extreme pleasure on his face.  The woman beneath him was now squirming and bucking as he manipulated her clitty through her knickers; he took his hand away and heard her mumble her disappointment into his mouth as he kissed her.  He didn’t disappoint her for long; he adjusted his position on top of her so that his hard cock was buried in the fissure of her open labia and began to dry fuck her through her satin knickers.  She bucked up against him and he moaned at the intense sensations shooting through his cock caused by the sleek material of her knickers rubbing against his erection.

Michele was sucking the husband’s cock in a steady rhythm, grasping the sinewy cock between her lips and whisking her tongue along and over his glans.  She could taste his secretions and his humping motion lifted his arse clear of the bed as he bucked under her.  She glanced across to see the Predator slide his cock between the wife’s legs and knew that soon this little drama would come to its climax.  Michele eased her face away for the man and this time she actually heard him grumble in disapproval.  She eased a hand inside her panties and untied the gaff so that her aching member could be free and then she lifted herself up over the man so that her stockinged thighs straddled his.  Michele raised her arse up and eased the gusset of her black nylon panties to one side and lowered herself slowly so that the tip of the man’s cock nestled up against her sphincter.  Michele lowered herself and gasped at exactly the same time as the man when his thick bulbous glans slid inside her.

The Predator saw Michele mount the husband and position his cock underneath her; he pushed the woman’s face to the right so she could see what her husband was doing.  The woman gasped, and as she did the Predator quickly repositioned his cock under leg of the woman’s directoire knickers and pushed his hard cock into her tight slick cunt.  The woman bucked and rolled beneath him and he hung on to her and enjoyed the ride.  He didn’t know if she was trying to buck him off or was trying to fuck him and he didn’t care; her firm vaginal walls were stretched around his rampant penis and all he could feel was the intense pleasure shooting out from his groin.  The woman beneath him began to set a measured tempo with her thrusts and it was obvious now that she was enjoying what she was getting; forced or not.  The Predator adjusted his position so that the base of his cock pushed against the woman’s clitoris and his balls rubbed against her gossamer smooth directoire knickers.  He started to fuck her hard and fast feeling his orgasm building.

Michele eased herself down further so that the man’s cock slid slowly further inside her.  She had lubricated her back passage in the bathroom before she had joined the Predator at the bedside and now she was glad she had.  The cock filled her anus and she had to take it easy and ride with the man beneath her to stop him lunging up and stabbing her arse with his cock.  She took control and eventually she was filled up with hot throbbing cock.  She sat down hard on the man to stop him from fucking her; she just sat there and enjoyed the feel of hot cock filling her arse.  Michele stated to gyrate as she clenched and unclenched her internal muscles to stimulate the cock buried inside her.  Then she started to slowly ease herself up and down on the rampant member, eventually loosening up enough so that she could increase the tempo.  The man beneath her sensed this and matched her with his thrusts; as she lowered herself down, he thrust up; the head of his cock pressed against her postrate and she felt her own orgasm build.  Michele bucked faster up and down on the cock and felt it slide in and out of her and stimulate the hundreds of nerves along the walls of her arse.  She was close to coming.

The Predator fucked the housewife with long hard strokes and lowered his face to hers and was greeted by sloppy wet kisses as the woman bucked beneath him.  Her cunt was spasming around his cock and he sensed she was about to come; he thrust faster and harder and was rewarded with her hot juices flowing around his hard cock.  He crushed his lips against hers and plunged his tongue into her mouth; he ground his groin against hers and she pushed back hard against him and her cunt convulsed as she orgasmed.  The Predator’s cock spasmed and twitched as it shot load after load of hot semen deep into the woman.  The housewife pushed back against him and shuddered as her orgasm racked her; she gasped around his tongue but continued to mash her lips against his, there tongues intertwined and teeth crashing together so intense was their climax.

Michele pushed down hard on the cock buried deep in her arse and felt it convulse.  The man’s member shuddered deep inside her and as it spasmed she felt jets of hot fluid fill her back passage.  His knob was pushed hard against her postrate and she felt her release.  Her issue shot from her semi-hard cock and filled the front of her panties.  Michele slammed her arse up and down on the rock hard cock that was spewing semen deep inside her.  She screamed and moaned and shook her head; the sensation was so exquisite.  Eventually her climax subsided and she came to rest straddling the man who lay there moaning beneath her, his cock pulsing in the last throes of his orgasm.  Michele lowered her head and gave the man a sloppy wet kiss and then leaned back and looked across at the Predator.

The Predator looked across at Michele as she raised herself from the hot wet kiss that she was giving the husband.  He saw her straighten up, the man’s cock still buried in her arse as she straddled him.  She smiled at him and leaned across; the Predator lifted himself from the housewife and Michele and the Predator kissed each other passionately across the bodies of their victims who lay lashed to their marital bed; the Predators cock was becoming flaccid inside the woman, and Michele’s back passage was contracting around the wilting cock buried inside her.  The wife looked across at her husband and whispered, “We can never tell anyone about this,” Her husband responded, “Never.”

Michele and the Predator smiled at each other.

The End

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

"Now I can get out of these stupid fucking women's clothes and get back to my own cell!" I said, relived that the evening had come to an end.

Carmel and Charlotte stepped into my workroom cell, silently closed the door, and leaned back menacingly against the bars,

"Oh no Michele, you don't understand! We've finished with punters tonight, but WE haven't finished with you!!!"

 

Part VII

'Oh no!' I think to myself, 'all the degradation I have had to put with over the last seemingly endless hours, and now, just when I think it's over, these two have come for their pound of flesh!'

I look at the two transvestite hookers who have ominously just stepped into my cell, one is a seductive 'Vampira', the other a sexy slut punk, the shock and bewilderment is obvious on my face and for umpteenth time tonight I started to cry.

"Ok girls; please just get it over with as quickly as possible, and please don't hurt me, I'll do whatever you want but I don't want to get hurt any more," I implore, hoping they will take what they want quickly and then let me go.

"Oh Michele sweetheart," Carmel sighs moving towards me with her arms open, "you poor, silly sweet thing; we aren't here to hurt you; we're here to comfort you after your first night at work. Look!" she says, pointing at Charlotte.

Charlotte is smiling and holding up a bottle of whisky, which she been concealing behind her back.

"Come on hun, lets sit down and have a drink," she smiles and leads me to the bed removing her black satin opera gloves and dropping them to the floor.

I sit down with relief and cross my legs. The swish of my nyloned thighs rubbing together sends a little jolt of pleasure through my body. Carmel sits beside me and offers me one of her menthol's whilst Charlotte pours large measures of whisky into three tumblers she has found somewhere in one of the cupboards in my workroom.

I extend my trembling fingers, my fingernails glint a dull red in the subdued light, I take the proffered menthol and bring it to my lips. Carmel extends her bright red fingernailed hand and flicks the bic lighter into life; I drag back on the cool menthol cigarette and blow out a plume of smoke towards the ceiling. I look down and am surprised to see the filter of my cigarette is ringed with lipstick. I laugh to myself at the red, lippy stained cigarette butt and flick a lock of hair out of my eyes.

Crossed legs, lipsticked cigarette butts, flicking my hair! I have adopted all these female mannerisms in such a small time; 'It's as if I was born to this!' I think to myself.

'No!!! Never!!! I won't give in to this sick life!' I force myself to say in my mind, 'I'm a man, a man, a MAN!!!!!

I bring my head up and my face is level with Charlotte's chubby knees. Her ripped black fishnet stockings are indeed being worn over shiny taupe tights as I suspected. My eyes move up her thick but shapely legs, past the tiny tight Lycra mini stretched taught on her thighs, past her slashed T-shirt with the words "Fuck Slut" printed on it in silver sequins. She is proffering me a tumbler of whisky, and, as I reach out to take it I look up into her plump pretty face and whisper,

"Thank you."

"Your welcome honey," she smiles back, her heavily made up face and punk bottle-blonde, pink and blue streaked wig make her look sexy in a 'street whore' kind of way. Her heavily eye-shadowed and mascaraed eyes gleam in the darkened cell.

Charlotte pulls up a chair and sits directly in front of me offering a drink to Carmel and accepting a lighted cigarette in return. I take a pull on the tumbler and the fiery liquid burns my throat as I swallow it; I take another hard pull on the menthol and erupt into coughing fit. The coughing continues as my throat, sore from the abuse it has taken from the 'punters', spasms from the irritation of the smoke and strong liquor.

"There, there," offers Carmel as she takes the drink and cigarette from my hands and hands them off to Charlotte who places the cigarette in an ashtray and the drink on the bedside table.

Camel pulls my head to her shoulder and gently strokes my back as the coughing fit slowly subsides. I can smell her perfume, I recognise the brand as 'Poison,' and my head nestles in the crook of her neck. My arms instinctively wrap around her and I return the hug. I hug her gently as I start to sob into her neck and she continues to stroke my back and slowly rocks me back and forth in the light embrace. She whispers in my ear,

"It's alright Michele; It's alright honey."

I start to drift off as my senses experience the wonder of this sensuous embrace. My satin blouse slides stimulatingly over Carmel's tight, body hugging black satin dress and I can feel the heat of her body even though her breastforms. Our knees are lightly touching, the diaphanous nylons delicately stroking each other, her black pantyhosed leg peeking through the split in her dress and my silk stocking thighs become further exposed as my skirt rides up as we continue to embrace.

In my reverie, I feel the beautiful soft butterfly of Carmel's breath as she exhales sweetly in my ear and whispers,

"There, there, honey; it's all better now; Carmel's here sweetie, Carmel's here."

I raise my head and look into her heavily made-up eyes; my gaze roams over her red lips and pale skin as my right hand moves up and gently strokes her cheek, my ruby-red nails in stark contrast to her pale Goth makeup. My hand continues up to her lustrous black wig and entwines itself in the silky softness of the fine hair. I gently pull her face to mine and our lips brush; I slip my tongue across her lips and taste her lipstick.

Carmel looks into my eyes deeply and reciprocates; her hand slides into my hair and she pulls me forward until our lips softly meet; her tongue cautiously extends and brushes my lips. Then, at the same time, we open our mouths and mash our lips together, our tongues entwine and our bodies push against each other, satin and nylon come together to create an exquisite rasping sensation that causes my little penis to awaken in its silken panty prison.

The strangest feeling envelops me, our caress is so soft and gentle, feminine, comforting and at the same time sexual. My head is spinning with the new sensations that course through my body; after the brutal treatment I have received over the last pitiful hours the tenderness that Carmel is bestowing upon me has me entranced.

Carmel eases me back on the bed until my head comes to rest on my pillow; our kiss is not broken and a sense of urgency seeps into our embrace. Carmel strokes my face and showers my lips, cheeks and eyelids with soft loving kisses; my head spins in a heady sensation of soft feminine yearning. She adjusts herself so that she is half on the bed, her legs straddling mine as her silken, nylon clad knee rubs softly against my stockinged thighs.

My penis has now freed itself from between my legs and is rampant in the front of my panties. Carmel sighs sweetly in my ear as she softly kisses my lobe, her perfume mingling with mine to create a dizzy cloud that further heightens my senses.

"Michele, honey; you are so lovely," she whispers.

Her hand slides up my inner thigh and my penis pulses, the light rasp of her nails on my stockings sends waves of pleasure through my body. I pull her body harder against me and pull her soft lips against mine, our tongues intertwining in a sweet symphony. Carmel's hand slides under my skirt and I gasp as she tenderly strokes my erect member through my silky soft nylon panties.

I suddenly realise what I am doing!

"No! Stop! This isn't right!" I cry as I push Carmel's body away from me.

Carmel lowers her face to mine again and tries to kiss me but I squirm and turn my head away.

"Fuck off you pervert!" I sob.

"This is sick; I won't be like you! I won't submit to this twisted, sick existence that you and your perverted friends seem to enjoy. Get off me you fucking transvestite hag!"

Carmel pushes herself over me so that she is straddling my waist, the split in her skirt is wide open and the garment has ridden up around her waist. She grabs my wrists and pushes my hands back behind my head locking them there. She looks into my eyes with a cruel sneer on her face, her pale makeup making her look much more like a vampire because of her pale skin, red lips and dark made-up eyes; her teeth glint evilly in the lamplight.

"Well 'Little Miss I'm too good for you', I guess we have tried being nice. Obviously you only understand pleasure when it's forced upon you. We know you have really enjoyed the night's proceedings; Eddie told me you came when he fucked you and that bulge there in your knickers is a dead give-away." She sneered.

"Charlotte, plan B," she laughed.

I am pinned down with Carmel straddling me, forcing my hands back against the bed-head I twist my head to the left to see what Charlotte is up to. She rummages in the drawers of my dresser, gives a triumphant yelp, and comes over towards the bed with a pair of stockings in her hands. Before I have a chance to move she has lashed my left wrist to the iron bedpost and has started working my right.

I fight and buck trying to dislodge Carmel and pull my arm free from her grasp, but I am spent from the evening's ravaging and eventually I give up. Charlotte lashes my right wrist to the other iron post with the remaining stocking. Again I am forced to succumb to my captors.

"There now that's better; our spoilt brat has been tamed," gibes Charlotte.

"Now Michele, I'm going to tie your ankles to the bed just like your wrists and if you struggle Carmel is going to belt you; aren't you dear?"

"Oh please struggle honey, there's nothing more I'd like than to belt you one across your smug, pretty face." Carmel replies.

'Why are they being so cruel' I think to myself, bewildered. 'They had so been so nice earlier on!'

I submit while Charlotte finds another pair of my hose and lashes my ankles to the bed-base; she has to tie one end of the stockings to the steel bedpost and the other to my ankles because my feet do not reach right to the end of the bed. This allows me some small movement in my legs due to the stretchiness of the nylon stockings.

"Now; lets get started shall we?" smirks Carmel to Charlotte.

Carmel lowers her heavily made-up face to mine once again. I struggle and turn my face to one side to evade her kiss. Whack!!! Carmel slaps my face with her open hand.

"Come on Michele, you liked this before, now stop playing coy," she smirks.

Carmel lowers her lips to mine as I force myself to hold still while she does to me what she wants. Her soft lipsticked lips gently press themselves against mine, my lipstick smears and mingles with hers as she pushes harder and her lips crush themselves on mine.

Carmel's tongue pushes between my lips and slowly slides over my teeth. I capitulate and open my mouth and run my tongue against hers and taste her sweet mouth. My penis hardens again and rustles against my nylon panties. Then I feel a cool hand slide up my stockinged leg and under my skirt; it strokes the top of my thigh and slowly the fingernails scrape up the bare skin where my stockings end and up to the bulge in my silken full-cut panties. The nails slowly scrape across my nylon-encased cock and I sigh into Carmel's mouth and push my lips harder against hers. I surrender; the stimulation is too much.

I realise that Charlotte has moved down the bed and it is her ministrating to my engorged penis. The feeling of Carmel's soft lips against mine, her silken body straddling me as she forces her kisses on me, and the slow torture of Charlotte's fingernails against my panty-clad member are too much to fight against; I push against my bonds lifting my face to reciprocate Carmel's kisses and raise my skirted ass up off the bed to encourage Charlotte's caresses.

"Oh the bitch likes this after all; maybe all she needed was a little persuasion," Charlotte giggles.

"Let's try some more persuasion and see what happens," she laughs.

I feel my skirt being rucked up and bunched up around my waist. I can't help but assist by raising my ass off the bed; Charlotte now has my hard cock firmly gripped in her hand through my sheer nylon panties and is slowly working her fist up and down it; the feeling is delightful. Carmel has adjusted herself so she is lying on top of me, her upper body encased in her skin-tight silky dress is pushing against my satin blouse crating little butterflies of sensation. One hosed leg slides up and down my stockinged leg driving me wild with lust.

Charlotte's hand reaches inside my panties and frees my erect member pulling it out of the waistband; she strokes it gently now, slowly up and down, dragging her fingernails over the sensitive glans at the top of the up-stroke. I groan again.

"Oh Carmel! Oh Charlotte! You naughty girls!" I whisper into Carmel's mouth as she continues to kiss me deeply.

She is now stroking my face and pulls her face away from mine briefly; she looks in my heavily made-up eyes and whispers back,

"I knew you would like this; I'm going to make this special for you Michele."

Carmel then lowers her luscious lips to mine and we continue our passionate kiss. Then I feel Charlotte's hot breath on my thighs, she is kissing my stocking tops as she slowly wanks me with one hand and caresses my panty-clad balls with the other. Her kisses move up my thighs and across my nyloned balls and then I feel her hot wet mouth engulf me.

I groan again and rise my ass up off the bed in acceptance of Charlotte's oral worship of my shaft. My tongue is wildly exploring Carmel's mouth and I strain against my bonds to kiss her harder. Charlotte is working her mouth up and down up erect member, her tongue fluttering against the glans. I am close to coming. Carmel pulls her face away from mine briefly and whispers,

"Look!"

I raise my head as much as my bonds will allow and look down my body as Carmel slides over to one side so as not to obstruct my view. Looking down I see my legs spread; my ankles tied with the stockings which are lashed to the bedposts. I see my slender legs encased in silky flesh toned stockings, the reinforced nylon stocking heels visible in my strappy white high heels. My white leather miniskirt is bunched up around my waist and there is Charlotte's head buried in my groin.

Charlotte lifts her head slightly and turns to look up at me; she is beautiful for a plump girl. Her face is framed by the shocking, frizzy, bottle blonde wig with pink and blue streaks running though it, her heavy makeup with black eyeliner, dark pink and powder blue blush, and glittery multi-coloured eyeshadow. Her glossy bright red full lips grip the shaft of my penis.

"See," giggles Carmel, "I told you we came to comfort you."

Carmel now straddles me again and as our nylons rub my cock spasms in Charlottes mouth.

"She's ready for you Carm," Charlotte declares removing her head from groin, "and you better be quick!"

I wonder what she means……………..

Then it dawns on me as Carmel adjusts her position over me, she reaches under her dress and I hear a ripping sound as she tears the gusset seam of her pantyhose with a fingernail.

"Just relax honey," she whispers and kisses me briefly.

Then she adjusts herself again so that she is sitting over me with her lovely ass over my erect penis. She hitches up her dress. With one hand she pulls aside her panties and torn pantyhose gusset whilst with the other she grips my penis and positions it against her puckered anus.

Carmel slowly lowers herself onto me and I slide into her all the way. She pushes down and her panty-clad ass cheeks rest on my thighs; the nylon of her panties and torn hose rub against my shaft and balls as she slowly starts to ride me, putting her hands on the bed behind her to support her weight as she fucks my rock hard clitty.

Charlotte moves up to the top of the bed and begins to kiss me slowly, her tongue throbbing in my mouth as my penis throbs deep in Carmel's ass. My cock feels so snug and tight as Carmel rides me, her sleek back passage spasming against my invading member. Carmel is groaning and moaning,

"Oh Michele, fuck me!"

"Michele Fuck Me!"

"Michele………FUCK ME!!!!!"

I am delirious with passion, my clitty is trapped deep inside Carmel and as she rides me I push up to meet her as she slams her pantied ass against my groin. My silky lingerie is sending little explosions into my groin where it comes into contact with Carmel as she bucks over me, the rustle of silk, and nylon and satin becomes the background music to our groans and sighs as we approach orgasm.

I open my eyes because has Charlotte stopped kissing me, I am disappointed because her lipstick kisses were adding so much to my stimulation. I turn my head to see that Charlotte has freed her short stubby cock from her panties and is viciously wanking it. She looks down into my eyes and I see the pleading there.

"Please?" she whispers.

"Ok," I whisper in capitulation.

Charlotte kneels on the side of the bed, her stubby clitty sticking out from her groin, her sleek dance tights are pulled down and her fishnet stockings strain on the red garters where she has roughly adjusted her underwear to allow access to her angry little cock. She has pulled off her Lycra mini and dropped it around her high-heeled feet.

I can't move my head too far because of my bonds but I turn my head to one side and greedily suck Charlotte's hard fat clitty into my mouth. It tastes salty but clean and I immediately begin to suck it and slide my tongue all over it. The sight of my fellatio act must have aroused Carmel further because she is now bent forward over me and is slamming her ass up and down on my cock in a frenzy. My penis is now throbbing with excitement and I can feel my orgasm build as Carmel's hot ass pulses against my cock and drives itself up and down my shaft.

Charlotte is now groaning in time with Carmel as I suck and lick her fat little hard clitty-cock. I can feel it begin to spasm.

"Fuck me Michele!" Groans Carmel.

"Suck me Michele!" Groans Charlotte.

And I do! I fuck and suck and I come! My penis explodes deep in Carmel's ass and I rise up to thrust it in as far in as it will go. Carmel responds and pushes down grinding her pantyhosed ass against my panty-clad balls as I unload steam after stream of hot semen deep in her back passage. At the same time Charlotte grips my head and pulls my face into her groin as she jets huge globs of her seed into my mouth.

The experience an orgasm like nothing I have ever felt. My cock is exploding with the friction and pulsing of Carmel's tight ass; my balls are electrified by the sensation of Carmel's panty and hosed ass rubbing against their silky nylon panty prison; my mouth and lips are on fire as I suck and swallow Charlotte's hot seed, the feel of her stubby member invading my mouth is beautiful; and all over my body, the silky satin feel of my lingerie, skirt, blouse and stockings is amplifying the electric pulses of the most fantastic orgasm of my life.

After about three minute of intense pleasure, Charlotte removes her flaccid penis from my mouth; a trickle of her spend drops onto my chin as she tucks her angry little weapon back into the gusset of her sheer dance tights. Carmel eases herself off me, giggling as my cock plops out her ass. She stands next to the bed and adjusts her clitty inside her hose and panties and smooths down her black satin sheath dress. It's only then I notice the semen stains on her underwear and realise she has ejaculated whilst I was fucking her.

I lie there, my hands and feet tied, my skirt hiked around my waist; nyloned legs spread, my slowly deflating penis sticking out of the waistband my sheer panties. My makeup is smeared and wig tousled due to the passionate struggle I have just endured and enjoyed. The single drop of Charlotte's semen glistens on my chin.

"That was wonderful!" whispers Charlotte.

"Wonderful!" whispers Carmel.

"Wonderful!" I whisper.

"Fucking wonderful ladies; I really enjoyed the show. Now who the fuck gave you permission to play those sort of games!"

Oh my God! It's Eddie. He's looking though the bars of my workroom cell pushing his sticky, gnarled cock back into his pants. A pool of semen glistens at his feet in the low light.

"Now; how the fuck am I going to punish you girls for using something that I own and that everyone else has to pay for to use!"

"YOU!!!!!" he screamed pointing his shaking finger at the three of us.

 

 

To be continued……………………………………………….

 

 We talked for a good while on yahoo messenger (like 3 or 4 months) and one day we both had our web cams on and started talking dirty and things got heated between us…very heated. As she talked about kissing her way down my body licking my chest and stomach as she went then unzipping my pants and pulling out my dick and sucking it till I shot all in her mouth……well that started make’n my 8 inch cock really stiff. Then I replied by telling her I would kiss her deeply then tear off her cloths and lick her tits and as I kiss and lick her body I would stroke her cock, then kissing my way down and sliding my tongue down her body and over her cock and balls and not stopping till my tongue touches her hot ass hole. She type that I had turned her on and made her want me….so I said well lets fuck on cam and she quickly replied yes. We both striped and her nice smooth slim sexy body laid on her bed rubbing her self all over softly stroke’n her cock and rubbing her tits as I stroked my dick I type’n to her that I wanted to fuck her so hard. She said well I guess I’ll pretend this is you…..as she pulled out a nice sized dildo about 7 inches maybe and she started sucking on it and rubbing her balls and ass at the same time. I jerked my dick looking at her sexy body as she sucked her dildo, then she moved it down to her ass and pressed it against the hole and slid it in and I could tell by her face she was moaning deeply. My cock got even harder when she started fucking her ass with that dildo she sat up and started bouncing on it as if she was ride’n my dick and I felt like I could explode already from be so turned on, but I kept stoke’n holding back my load. She started bouncing faster and faster then I saw her scream out and cum shooting out of her dick as she fucked that dildo wildly….as I saw that I started stroking faster and faster then shot my load all over my stomach and hands…….well cleaned up then started talked about her moving here to the U.S. since we had been talking for so long and just had a great session of cyber sex, we talked long about it and decided that she would move here and live with me in 2 weeks.

 Those 2 long weeks almost every night I dreamed about me and her make’n love and going out to places but before I knew it the day was here I had to pick her up from the air port. As I drove to the air port many things of what I should do when I see her ran through my head. As I was waiting for her to come through the doors I thought that I would grab her and kiss her deeply, and then there she was walking to me she ran and jumped into my arms and we kissed make’n out for about 10 minutes at least haha…..On the drive back to my house we talked and as we talked I noticed that her skirt she was wearing had slid up her leg a bit and I just could resist rubbing that oh so sexy leg, so I did and she looked at me and we saw in each others eye what was to come when we would get home. As soon as we walked through the door I was carrying her bags and she walked in front of me I dropped the bags and shut the door grabbed her spun her around and lifted her around my waist and pressed her aginst the wall kissing deeply I rubbed her ass and she started taking off my shirt and I let her down tore off her shirt and slid her panties down and she pulled my shirt and pants off then slowly took my dick head into her mouth and slowly started sucking me and it felt like nothing I had ever felt before it was amazing and I rub and grabbed her hair as she lick and slurped my cock. She stopped and with only her skirt still on she walked over to the bed room and called me with her finger and walked in an laid on the bed,  I quickly followed her and she laid now completely naked with her legs spread and I came to her dropped down and started licking her ass hole slowly and deeply as she moaned and called for me grabbing my hair and the sheets I stroked her dick as I ate he hot ass she told me to suck her before I fuck her so as I took her cock into my mouth I pushed my index and middle finger into her ass she gasped and moaned as I fingered and suck her. I stopped lifted and pressed my dick to her hole and slide it in slowly and she looked at me moaned telling me to make love to her so I bent down and laid on top of her and kissed her as I worked my dick into her she gasped and moaned as we kissed I slowly moved in and out of her swirling my hips as I glided my rock hard dick in and out of her. After a few minutes of making love to her she said I was make’n her even hotter as I worked her then she bit my lip and rolled us over and at my surprise she still had me in her and she started rolling her body make’n her ass move in a way that felt so good I could feel my cum boiling in my hot balls, she asked me if I liked that (I replied with a kiss and yes) and then she pressed her hands on my chest rolling her ass moaning….softly saying my name tell me she loves my cock, I told her that her ass felt amazing and she then stopped and sat up and started bouncing  up and down now screaming as she bounce I rubbed her body and tits, then started stroking her dick make’n her moan and scream more. I stopped her bouncing and started thrusting up into her make my hips slab her ass she now screaming my name and telling me harder that she is about to cum, I then grabbed her hips and as I started thrusting up I made her body bounce up and down she is scream as we sweat and moan kissing and biting each others lips, she screams that’s she is going to cum and as I lay there I stop and she sits all the way down on me I starts jerking her and she shoots all over my belly and chest after she cums she slowly swirls her ass around and scoops up her cum on her 2 fingers and puts it to my mouth so I start licking and suck her finger swallowing her cum (I never tasted cum but when I licked hers it tasted of a sweet nectar) as she grinds on my dick I tell her that I want her to swallow my cum too and she simply nods and lifts off and I get of the bed now standing and she lays on the bed and pulls my cock into her mouth sucking it deeply and rubbing my stomach and balls looking at me and asking if it feels good and I moan and rubbing her head telling her yes and that I love when she sucks me. I tell her that I’m about to cum and she opens her mouth and stokes my dick until I bust my load all in her mouth as I cum she starts sucking me again swallowing all of me then I lay down beside her kissing her as we rub each other all over tell that we love each other and then drifting asleep naked holding each other.

*If I Get good comments on this and good review I will post more about this topic*

"Yep, you are one fucking hot nurse alright; maybe next time you can play Nun!"

I heard his laughter fading as he walked down the passageway past the other cells to what I presumed to be the waiting room. The waiting room where undoubtedly there were more customers waiting. I closed my eyes as the tears ran slowly down my cheeks.

 

Part VI

I reached across and pressed the orange button to switch on the amber light indicating to Mabel that I was not yet ready for another visitor. I noticed the blue light was lit, indicating that I had another 'customer', or as Carmel would say "a punter" waiting.

I looked across and saw Carmel kissing the huge Negro who had previously been fiercely sodomising her. He pushed a handful of notes down her bra, spanked her playfully on the arse, and strolled out the cell. I quickly hid my face so that we would not make eye contact; I did not want him for a customer; not from what I saw of him when he was violently fucking Carmel.

I walked up to the cell bars and whispered to Carmel across the passageway, I could hear grunts and sighs as the other 'working girls' serviced their clients in the other four cells,

"Carmel, Carmel!"

"Hi Michele, see what Leon gave me?" She smiled pulling out a handful of notes from her bra;

"He is always a big tipper; and he has a big tip down there too!" she laughed at her own pun.

I had no time for this; I had important questions to ask. Carmel ignited the obligatory menthol cigarette.

"What do I do now; I pressed the orange button but the blue light is still on. Do I make the punter wait until I'm cleaned up or what?"

"Oh my God; Carmel, I want this to stop. I have just been sodomised so hard my back passage is bleeding!"

I started to sob again.

"Cut that shit out Michele; you need to harden-up girl or you won't survive!"

"Talk to Mabel on the intercom, sometimes the punters don't care too much how you look, especially if they just want a 'quickie'."

Again I was amazed at how quickly these perverts had degraded me down to their level. I was thinking of these crossdressed prison prostitutes as 'girls' and the men who raped me for money as 'punters'; plus I even understood what she meant by a 'quickie', it wasn't rocket science after all!"

I pressed the talk button,

"Mabel I'm not cleaned and dressed yet," I whispered in my best imitation of a feminine voice.

I hoped she would have some sympathy for me now that I was capitulating in this perverted parody of forced feminisation and prostitution.

"Don't bovver Michele; he's on his way. He just wants a quickie and this is a freebie so you better make it quick; time is money!"

What the fuck did she mean: 'Freebie'? I was about to find out.

The unmistakable navy blue uniform of a prison guard came into view. He was a fat man with a florid complexion, he was sweating heavily with the exertion of carrying around such a large gut.

I had sat back down on the bed and evened out my white nurse's uniform skirt, the semen and bloodstains were not too visible, but I knew they were there. My white pantyhose had laddered down one leg from the hole that my last customer had ripped in the gusset.

I did not recognise the fat guard but I knew he must be in charge of one of the other wings as he wore Sargent's stipes on his sleeve. He came straight into the cell, sweating and puffing, and without saying a word unzipped his fly.

I looked up in stunned amazement as he walked up to the bed, reached out a hand around the back of my head, and with his other hand, pushed his semi tumescent, uncircumcised penis into my mouth.

I started to gag immediately because the taste was so foul. It tasted of stale urine, and a cheesy taste that could only be the built up detritus of bodily secretions that had coagulated and fermented under his foreskin. It was the most disgusting taste I had ever tasted and my gagging increased.

The guard pulled his cock out of my mouth, pushed my head back and tilted it up to look at him; his fat face was snarling and vicious. He slapped me once across the face. He didn't say anything; he just wagged his finger in my face. The slap wasn't even that hard, it was just the surprise and his continued silence that stunned me.

He took his semi-hard cock into his hand again and pushed it against my lips. I knew enough by now to realise that my only salvation was to make him come as quickly as possible. I opened my mouth and pushed out my tongue. I deliberately licked at the lipstick on my lips to try and mask the fetid taste of the guard's penis. I then started to lick all around his knob that was half exposed out of the wrinkled foreskin.

I bought up my hand with the intention of masturbating the guard while I slobbered on his glans with my tongue and lips so he would ejaculate over my body rather than in my mouth. The guard would have nothing of it and slapped my hand away; he again grabbed my head and forced his cock between my lips and into my mouth.

He was still silent except for his heavy breathing and grunting. The smell of stale sweat wafted from his filthy body. He bought his other hand up now and cradled my head between both hands, the dirty fingers enmeshed in my hair behind my ears. Then he raped my mouth. There is no other way to describe it.

His penis became engorged and hard, the glans were now fully exposed as his foreskin pulled back from the bulbous knob. The foul taste of his cock was now so rancid I thought I might gag again so I did the best thing I could under the circumstances and worked up as much saliva as I could to wash his knob clean with my tongue. I worked up more spit and continued to slaver his cock with my tongue; this had the effect of cleaning his cock and cleaning out my mouth as I swallowed the foul mess that had coagulated under his foreskin.

These actions also obviously increased the guard's pleasure as he now increased his tempo, thrusting his erect member in and out of my mouth. He pulled his cockhead out as far as my lips and then rammed it home as far as it would go. Luckily his cock was not very big and I had no problems accommodating him, it was just so hard to breathe with it jack-hammering in and out of my mouth.

On the in-stroke he pulled my head forward to that my nose was buried in his fat gut overhanging his loins. He forced my head onto his penis so hard that my teeth rattled on the metal zipper of his fly. He was sweating so much that I could feel drops of his disgusting perspiration dripping off his jowls and on to my head.

He continued to grunt like a pig as he fucked my face; his now rock hard cock with its spongy head tasted salty as precum started to leak from the eye of his glans. He pushed it in and out faster and harder, pulling it out nearly all the way then slamming it home so that my face was buried in his crotch.

Then he pushed my face into his crotch as hard as he could and held it there. I couldn't breath! I felt my gag reflex returning as I struggled to get oxygen into my mouth or nose. I reached out and tried to push myself back from him but his vice-like grip was too strong; he pushed my face harder into his crotch.

I couldn't help it, I stated to gag, my mouth convulsing and my tongue flailing around in my mouth. At the same time my fists were drumming against his thighs as I tried to push myself away. That was when he stated laugh! He also said the only word he ever spoke,

"Good!"

He held my face hard against him and as I started to blackout I felt his penis convulse in my mouth. Stream after stream of creamy, salty, hot semen shot into the back of my mouth. As the guard's cock continued to eject its foul jets of spunk he continued to laugh. He was laughing as he orgasmed.

At last he released the tight grip on my head and allowed me to take a breath through my nose. As soon as I did he pushed my face back into his crotch. As my mouth filled up with his sickly seed I had no choice but to swallow. If I didn't I would choke. His ejaculation seemed to go on forever and try as I might I could not swallow all his come. It welled up in the back of my throat as his cock continued to throb and convulse. I coughed and felt his slimy emissions force its way up the back of my throat and then run out of my nostrils. I felt disgusted.

Then the guard pushed me away. I fell on the bed gagging, sobbing and coughing; trying to breathe. He reached down and grabbed my hair and pulled my face up again so I was looking at him from level with his waist. His face was bright red, florid and sweaty. His jowls dripped sweat down his shirt. Without a word he rubbed his now deflating penis all over my face mixing his semen with my tears and my makeup. Then he put his cock inside his pants, zipped up and walked away. I had never felt so humiliated in my life.

 

I lay on the bed sobbing. I looked up through the tears, makeup and semen in my eyes and noticed that the blue light on the intercom was mercifully extinguished. I reached out slapped the switch to turn on the orange busy light. The intercom suddenly crackled and I heard Mabel, the crossdressed old con who was our 'madam'.

"Take half an hour hun, it's gone quiet for now and it's getting late; get cleaned up and give me a call."

I half groaned into the intercom,

"Sure."

I wanted to just lay on the cot and cry myself to sleep but I knew that Carmel was right, I had to harden up if I was to survive. I had to find out as much as I could about this sick operation so that I could tell someone in authority so they would get me out of this nightmare.

I stood and stripped off my stained nurse's uniform, slid out of my high heels and pulled down the tattered pantyhose. I threw the hose in the bin, stripped off my remaining underwear and placed it with the uniform in the washing basket that was tucked away in the corner. I noticed the little ridiculous nurses cap on the floor and picked that up on the way. I pulled off my wig and put on the satin robe. All of these movements caused me significant pain. My head ached from the slapping I had received, my back passage felt like someone had put a red hot poker up there, and I was now immensely tired. I had no watch but guessed it was after 3:00am.

I padded out of my cell with my makeup case in hand and made my way down the dim passageway. I deliberately tried not to look in the other darkened cells but in the subdued red lighting I could see Carmel was kneeling on her cell floor and fellating a con who was sitting on her bed. His head was propped back on a mountain of fluffy pillows, his eyes closed as he enjoyed her ministrations.

As I passed the end cell on the right I heard muffled yelps and couldn't help but peek. I saw a fat crossdressed 'working girl' dressed in a French maid's outfit, baby-doll blonde wig and heavy makeup; a skinny little con was riding her doggy style on the bed. He had her black satin maid's skirt rucked up over her back and her black satin panties hung from one fat, black-stockinged ankle as he humped her and smacked her plump white ass as he did. She yelped every time he smacked her, but she seemed to be smiling and pushing back to meet his thrusts. If my life weren't so tragic I would have found the sight immensely funny I suppose.

I continued on to the shower-block and let the scalding hot water wash away my makeup, tears, and the semen from two different men. I was so close to crying again but held back. I heard the shower next door suddenly splash into life.

"Hello?" I asked with a trembling voice.

"Hi hun," I heard the response as a male falsetto.

"I'm Charlotte. No Charlotte the Harlot jokes please!" she laughed.

"Welcome to E Block Michele," came the voice over the shower cubicle.

"You know who I am then?" I asked.

"Oh of course hun, it's always the talk of the nick when a new girl starts working for Eddie."

I turned off the water and towelled myself dry thinking about what Charlotte had said: 'talk of the nick'?

Charlotte emerged from the shower with a huge silk bathrobe wrapped around her generous proportions. She was the French maid I had seen on my way out of the cellblock. She made her way over to the line of stainless steel mirrors and began to apply makeup to her plump but pretty face.

"What do you mean by 'talk of the nick'?" I asked taking a seat beside her and applying foundation to my face.

"Well Carmel should have told you everything; didn't she?"

I went on to explain to Charlotte what Carmel had told me and also what I had figured out for myself. I made no mention of my plan to escape this hellhole; Charlotte like Carmel seemed to accept the situation and even seemed to like what was happening to her.

"Well you seem to have it figured out pretty well hun. Eddie owns us girls, Steve is the muscle, Mabel is the Madame; and up until yesterday darling, you used to be the accountant and secretary."

"I suppose you still are Eddie's secretary," she said sarcastically.

"Lots of us girls started out working for Eddie in other roles; as runners, dealers, or small time worker bees. Eddie seems to have the knack of knowing which cons will look like sexy women when they're crossdressed; feminised if you will."

"Some of the prospects are so obvious because they are 'femme' when they arrive in the nick; some convert to homosexuality as part of prison life and Eddie feminises them as willing subjects, and some like you are forced into it."

"To be honest I think Eddie likes it better when he has to force them," she smiled, smoothing on a second coat of bright red lipstick.

"How many of us are there? Crossdressed prostitutes I mean?" I asked incredulous.

"Oh not that many; about a dozen or so at any one time, but only six of us work in the workrooms."

"Some take up full time with cons who can afford to pay Eddie enough to keep them; some are just let go when Eddie has made enough from them or they break down and are sent to the psycho ward."

"Take Carmel for instance, she still works for Eddie even though she has a prison 'husband', she does it because she likes the money, she likes the gifts from Eddie, but mostly she likes the life."

"Then there is Mabel who did this for so long that she got too old to work the cells so she's Eddie's hostess, Madame, whatever; but will still give a con great time if doesn't mind mutton instead of lamb if you know what I mean?" Charlotte winked and concentrated on applying another thick coat of mascara.

"But what about the Warden? I know lots of the guards are corrupt from my time here already, but how the fuck does Eddie get to run a stable of crossdressed prostitutes out of a prison wing? I know it's this is a small disused block, but fuck me its prison property!!!!"

"Oh my god Michele for some one who is so smart you are so dumb!"

"Who the fuck do you think is Eddie's partner? It’s the Governor you fucking idiot!"

I let that settle in. So it was going to be no use going to the prison authorities with my complaints; I would just have to figure a way to use my money and outside influence to go higher up the chain of authority to rescue me.

I looked at myself in the mirror; it amazed me how quickly I had got the hang of applying makeup. I had on thick coat of foundation and powder, rouged cheeks, heavily lined and mascaraed eyes, mauve over pink eye shadow, and my dark ruby red lips. I sure knew how to look like a slut after only one night!

Charlotte's makeup was even heavier than mine, and her plump bright red lips and chubby face, gave her a slutty girly look. She picked up her makeup case and stood to leave,

"Did Carmel tell you not to leave anything in here? Those other bitches will steal your knickers while you're still wearing them if they can get away with it!" she laughed.

I fell into step beside her,

"But what did you mean by me being 'talk of the nick'" I asked again.

"Oh whenever a new girl starts the punters are always interested. Eddie can charge them more because you are new, undamaged goods, but of course he has throw the senior guards a few 'freebies' to keep them on side."

"He will probably limit the amount of punters you see for the first few nights, but after that you will be the most popular girl at the ball!" she laughed.

"You like this don't you; this life?" I asked trying to keep the disgust out my voice.

"Oh Michele, I didn't like it at first, but now I love it! I work all night and sleep all day and Eddie gives me anything I want!"

"I hated it so much when I first started that I though if I got fat none of the punters would want me. I was already a bit plump so I put on another 10 kilos; guess what? Some of the punters just love us larger girls!" she giggled.

"After six months of hating myself I started to realise I liked it. I bet you have already had a few twinges in the clitty whilst those naughty men have had their way with you?" she chuckled.

"See ya," she whispered as we came adjacent to her workroom cell and slipped though the door.

I though to myself: 'How can she know? Twinges! Twinges!! I have had an orgasm for god's sake!!!' My god I hope I never get to like this wretched existence like the other wretched girls!

I entered my cell and sat on the bed. It appeared none of the other girls had punters either for now as they were either adjusting their makeup in their wardrobe mirrors or changing into robes to go to the shower and bath block. Through the bars I saw Carmel lounging on her large work cot surrounded by her mountain of satin pillows; she had the obligatory menthol cigarette and was reading a fashion magazine by the dim red light of her lamp.

To my disappointment it looked like this night's training had paid off; I knew exactly what to do next! I had been brainwashed to some extent. Without further thought I selected a brunette shoulder length wig and adjusted it in place. I opened the drawer and took out a set of matching white satin full cut panties, bra, and garter belt. I put the bra in place and tucked the breastforms into the cups. I selected a pair of diaphanous skin toned stockings that were embellished by black seams and black, reinforced heel and toes. I slipped into the garter belt, sat on the bed and slid the exquisite cool nylons onto my legs, fastening them to the garter clips. I smoothed each stocking out along my legs and adjusted the seams so they lay in the centre of the back of my legs.

I sat there stroking my legs, feeling the luxury of the expensive nylons sending little electric waves of pleasure though my body. I don't know how long I had been caressing my nyloned legs when I snapped out of the reverie.

"I will not surrender to this perversion!" I told myself.

I slipped the sleek white nylon panties up my legs and stood to adjust them in place, the little electric shocks from the swish of the nylon on nylon as they slid up my legs caused my penis to spasm involuntarily. I concentrated and pushed my wrinkled penis into the snug silken gusset of the full cut panties.

I walked to the robe and selected a white leather miniskirt and peach satin blouse. The satin of the blouse on my bare skin was again cool and luxurious; I had trouble with the buttons because they were on the wrong side. I sat on the bed again and put on the strappy white high-heeled open toe sandals that I had selected. The reinforced heels and toes of my nylons made a sexy display. I stood up and stepped into the white leather mini and hitched it up, tucking the blouse into the waistband and zipping the skirt at the side.

I went to my jewellery box and selected a small plain gold bracelet, which I fastened around my ankle. It glowed in the dim light, set off by the contrast of my silky flesh toned stockings, reinforced nylon stocking heels and the white leather ankle straps of my high heels.

I selected a simple gold chain for my neck and plain gold drop earrings. I slipped two gold and emerald rings onto my fingers. I noted my ruby red fingernail nail polish was chipped, but in this light who cared. I wondered how much, if any, of this jewellery was real.

I looked at myself in the full-length mirror. I saw a mature, sexy woman with brunette shoulder-length hair, wearing heavy makeup and a lovely peach satin blouse. Her jewellery was exquisite, the emerald rings on her finger contrasting with her red polished fingernails, the simple gold neck chain resting where the hint of her breasts began to rise in the satin blouse.

Her tight white leather skirt stretched across her tiny little pot belly and clung to her well formed thighs, the hem resting against her sheer nyloned thighs, displaying just a hint of dark nylon stocking tops. Following her well-formed legs down, they are encased in gossamer thin, flesh toned, nylon stockings with sexy black back-seams. The black reinforced heels and toes of her stockings peeked through the high-heeled sandals, a glimpse of red nail-polished toes just visible through the nylon. The strappy white high heel sandals pushed her feet up at the heels so that her toned calves glittered in their nylon casing, the gold anklet smoulders in the red light.

I reach out and apply a coat of powder to my lower neck and decolletage where it disappears into the satin blouse. The final touch. I look gorgeous, sophisticated but highly desirable. I look eminently fuckable!!!

I turn around and Carmel and Charlotte are in the corridor leaning on the bars of my cell and looking in; cigarette smoke drifts past Carmel's heavily made-up face and creates a halo around the jet-black hair she is wearing teased high on her head and descending past her shoulders. Her heavy Goth makeup, red lips and pale skin make her look like the caricature of a vampire in the movies. This image is reinforced by the skin-tight, black satin sleeveless dress that clings to her body and descends to her ankles. The dress is split up to the waist and one leg encased in sheer black nylon is on display to up to her thigh.

'Sheer to the waist pantyhose,' I thought to myself, then: 'Stop thinking like that; you are not a woman!'

Carmel's outfit is completed with black, satin, opera length gloves, patent leather spiked high heels and a profuseness of silver jewellery. She has a huge silver cross around her neck, long silver ear drops and silver bangles on both wrists.

Charlotte has gone punk and even though she is a big girl she carries it off somehow. The heavy makeup she applied in the shower block has been enhanced even further with more black eyeliner surrounding both of her bright blue eyes. She has extended the dark pink blush from her cheeks to the corner of her eyes and added a powder blue blush to it as a contrast. Her bright red full lips have been glossed and she has added glitter to the abundant multi-coloured eyeshadow that extends from her eyelids up to her eyebrows. Her plump pretty face is framed in a shocking, frizzy, bottle blonde wig that has pink and blue streaks running though it.

She wears a black sequined top that is slashed and torn, her red lacy bra visible in some places through the tears. Written across the front of the ripped garment in silver sequins are the words: "Fuck Slut". She is wearing a red Lycra mini that barely covers her crotch; the waistband bulges around her big belly. She is wearing ripped black fishnet stockings attached to red garters that match her bra. The fishnet stockings stop halfway up her fat thighs and I can see she is wearing shiny taupe dance tights underneath as a foundation garment; the heavy lycra shimmering in the dim red light. Her feet are clad in the tallest high-heeled pumps that I have ever seen; the heels have to be ten inches high. Charlotte has finished the outfit with outrageous jewellery. She has four gold studs in each earlobe, so many gold chains around her neck that I can't count them, and as many bangles on both wrists. Ornate safety pins decorate her torn blouse and micro mini. A gold chain runs from one earring to a gold stud in her nose.

"You look gorgeous Michele," Carmel whispers through the bars.

I wondered if she had read my mind when I was standing in front of the mirror admiring myself.

"Well, I have to say you girls are looking something special. Special fetish requests from the punters?" I enquired.

"Well no Michele; there are no more punters tonight; we're closed for business." Carmel responded lighting yet another menthol cigarette and blowing a cloud of blue smoke towards me.

"Thank fuck for that," I breathed with a sigh of relief.

"Now I can get out of these stupid fucking women's clothes and get back to my own cell!" I said, relived that the evening had come to an end.

Carmel and Charlotte stepped into my workroom cell, silently closed the door, and leaned back menacingly against the bars,

"Oh no Michele, you don't understand! We've finished with punters tonight, but WE haven't finished with you!!!"

 

To be continued……………………………………………….

   There was supposed to be a six month waiting list for new customers but i was told there was an opening if i got make it in two days time, so i jumped at it. Two days later i was sitting in the waiting room feeling horny, thinking of the doctor who would be staring and touching my body.I was called into the operation room told to strip naked and get on the table.

" The doctor is running late but  she should be here soon" Said the receptionist. She? i thought  i don't want a woman looking at my wonderfful body. I want to get a person horny with my body not jealous, but im getting my boobs so i don't care. I took my clothes off and got on the table, it was freezing my nipples stiffened straight away i grabbed my boobs and my hand moved in between my legs. I was fingering my pussy so fast knowing that any second the doc could walk in, i was so horny and started to cum iwas riding against my fingers feeling so good when the door opened and in walked the doctor catching me masturbate i was so embarest i felt that her eyes delighted in watching me orgasm. When i regained my posture she asked if i was ready and i gave a quick and sharp " Yes of course" and about twenty minutes later i was given enough drugs and felt myself fall into unconsiousness.

 I woke up after what seemed like the longest sleep ever. I was wearing one of those hospital gowns that are open at the back, I held one of my new boobs in my hand and it felt perfect, i grabbed the other breast and it felt the same i slide the gown off my shoulders and stared. They were wonderful they looked and felt so real there wasn't any scaring, in fact you could look as close as you could and there wouldn't be any sign of a boob job. I just could leave my new boobs alone, squeeing them rubbing them playing with my errect nipples it was making me so horny, i was really really hot and horny and i could feel my huge cock getting hard.

    I froze hands still all over my breasts. It must be the drugs they gave me, i cant't really be feeling what im feeling. I conviced myself to lower my hand and touch my pussy. My hand rubbed against the base of huge hard monster cock.

" oh no oh  no oh no" i repeated over and over. The gown dropped to the floor to expose my 12 inch wonder cock. Tears where rolling down my face as i sobbed like a child " My pussy my pussy what did they do?" my voice was so shocked that it was like a whisper " What the fuck happened to my pussy!!!" I screamed as i found my voice. The door opened and my doctor walked in.

" Those breasts look wonderful don't they Heather but that cock is most probaly the best work ive ever done."

" Why? I didn't ask for this." I whined.

" Yes honey you did. You've been asking for it for quite sometime now. Everybody knows you are a spoiled little bitch."

" But ive done nothing to you" I pleaded

" You where right all those years ago Heather, i was well still am gay but you made it sound so bad."

" What? oh my god Claire!" how did i miss her "look im sorry im so sorry but you cant do this to me." She stood  by my side let her hands brush my boobs as it moved down and grabbed hold of my new cock. I gasped with pleasure, it felt so good, she moved her hand back and forth.

" i can do this you don't have a say." She started to pump hard " Tell me that doesn't feel good, tell me and i will stop" I tried to tell her that i hated it but it felt so good my lips just wouldn't move. My new penis sprayed the floor with hot cum as i heard myself scream in delight and i dropped to my knee's. " Well you looked like you enjoyed that" She laughed.

" Please i'll do whatever you want just put me back." i begged i even held her leg as i pleaded.

"No, you deserve this"

" Fine if your not going to do it ill find someone who will" I stood up grabbing my clothes and put my hand on the door to leave.

" Nobody can baby they wouldn't know how, my methods are far to advanced for just any one to do." She let her scrubs slide off from her frame and just with the site of her naked body my cock stood errect again. " I did'nt know you liked women, i take that silence to mean yes." she laughed at me " Because you look so sad and pathetic i will make you a deal."

" Yes yes anything i'll do anything" I grabbed her arm  " what evr you say"

" I want you to fuck me"  she said taking my errection in her hand. " And if you can tell me with all honesty that it wasn't the besy ever then i will take my work back from you but if you can't then you stay attached to my work of art."

" yes ok " i said with my head bowed humiliated knowing i had no choice. I was pushed back onto the table  as she climbed onto of me. I almost came straight away as her pussy lips rapped around my hard member. She rotated her hips around as she moved up and down, i whimpered as her hands grabbed my boobs and squeezed. " oh fuck yes" the words slipped out, i tried to think of as many unsexy things as i could to take mt mind away from the mind blowing fuck that Claire was giving me, it didn't work " fuck me yes"  i begged

" Your a dirty whore aren't you , a filthy dirty slut." her hand slapped against my boobs  as she moved to a higher tempo in her thrusting. " You're gonna cum for me, i want to hear you cum." and on her command i did.

" Yes yes please Claire fuck me please make me cum." i was screaming with such delight even though i was trying not to sound like i was enjoying it so much.

" Tell me" she said as she stopped in the middle of my orgasm." tell me how good it is."

" Its so good Claire it the best ever." oh no i didn't . She lifted herself off of me smiling and laughing to herself."Make me come please" i begged

" Finish yourself baby, you gonna have to get used to that thing now" She walked out of the room leaving me alone crying a river of tears as i started wanking my own cock.

" I want my pussy back" i sobbed as i came spraying my face and hair with my warm spunk, as i sat there soaking in my own cum i knew Claire had more in store for me.
 

 

I puffed on my cigar making more smoke than was necessary hoping she would move away.  She was hot but I was in no mood for another high maintenance bitch to drain my pockets.  I watched her from the side of my eye and saw her reach into her bag and draw out a cigarette.  Of course she couldn’t find a match and turned to me, cigarette dangling between her fingers.

 

“Pardon me, do you have a light?” she asked in a pleasingly husky voice.

 

I had to oblige her no matter how hard I tried I just couldn’t be completely anti-social.  “Sure,” I said and flicked my lighter to life.  She softly cupped my hand with her long fingers taking the opportunity to look me straight in the eyes.  She had big green eyes and full red lips that looked like they were made to wrap themselves around a cock. 

 

“Thank you,” she said slowly sliding her long nails off of my hand sending an electric charge straight to my cock.  It twitched and I think I unknowingly winced.  She smiled looking down at my crotch.  I turned around to face the bar again and tried to ignore her, but she wasn’t going to make it that easy for me. 

 

She turned in her seat to face me and said, “Excuse me, I know this sounds like a line, but what kind of a cigar is that?  I’m a novice cigar smoker and am trying to learn about different cigars.  That one smells great,” she said smiling with those sexy green eyes. 

 

I sighed inside not wanting to insult her and ruin her self image, I’m sure she thought she could have any man she wanted, he would have to prove her wrong.  “This is a Cohiba, made in the Dominican Republic.  It had been one of Cuba’s best cigars before Castro and the trade embargo.” 

 

She seemed impressed with my knowledge.  “You don’t happen to have another one would you?” she asked raising her eyebrows.  “I’d pay for it, really.  I’m not high maintenance . . . at least not with money,” she said giggling.

 

I looked at her incredulously and said, “No. I don’t have another, sorry.”

 

“What about your cigar?  Can I suck on it?” she asked parting her lips slightly.

 

“I don’t think so, dear.  I never share my cigar with anyone,” I couldn’t believe her nerve.

 

“I didn’t mean that cigar silly,” she said smiling with a wink and pursed lips.

 

I nearly choked on my smoke and couldn’t believe it.  Just when I wanted to be left alone, here comes this hot black chick wanting to suck my cigar and I don’t mean cigar.  My cock, which had a mind of its own sprang to life at the offer . . .  traitor. 

 

She glanced down at my crotch again and must have noticed the traitor springing to life.  Her hand snaked out and grabbed hold of the traitor and gave him a squeeze.  He liked that and grew a little more under the urging of her fingers. 

 

“Ooohh, your eyes say no, but your body says yes,” she said not letting go of my growing cock. 

 

I looked around the bar to see if anyone had noticed, to my surprise no one was paying any attention to us.  I quickly closed my legs and her hand left my crotch, her smile even larger than before.  It had been some time since I had sex and my cock kept growing until it was as hard as I could ever remember it being.  I tried to hide the fact but she wouldn’t take her eyes off of my crotch.

 

“Would you stop looking at my crotch, please,” I asked looking around the bar again.

 

She picked her eyes up and looked at me with those green eyes and pouted.  “I’m sorry honey, it just looks so yummy.  Won’t you let me play with it for a while?  You don’t have to do anything but let me suck that hot white cock until it explodes in my mouth,” a hot breath escaped her lips and fell on my neck. 

 

My cock was not going to cooperate.  That just made it harder if that was possible.  I looked at her and said to myself, ‘What the fuck.  I could go for a blowjob.’  I placed a thumb on my nuts and pressed down until pain shot through them.  My hardon soon subsided and I felt back in control of myself.  “Your place or mine, sugar lips,” I asked stupidly.

 

“Oh baby, we don’t have to go anywhere except to a john stall.”

 

My eyes widened but I was up to it.  A quick BJ and I was back at the bar with my Cohiba.  “Okay,” I said, “you gonna meet me in the men’s john?” I asked.

 

“Sure baby. I’ll be right behind you.  Be ready for me,” she said.

 

I got up and walked quickly to the men’s room before my cock got hard again.  I went to the last stall and undid my pants and let my zipper down.  I waited for what seemed like an hour when I heard the door open.  I strained my ears to hear if they were a woman’s heels clicking on the floor.  The click clack of spiked heels echoed off the walls of the empty bathroom, slowly becoming louder as they approached my stall.  My cock was standing at attention ready for a good suck.  The heels stopped in front of my stall and the door creaked open slowly, revealing the tall, leggy dark woman.  She stepped into the stall and locked the door behind her.  She pressed her tits up against me and kissed me deeply, her tongue flicking into my mouth like a snake, twirling around my own tongue and then sucking on it like a slippery cock driving me wild. 

 

We separated tongues and she reached down for my cock.  She stroked it expertly and then shoved my pants down to the floor.  She spun me around and sat on the commode so that my eight inch cock was directly in front of her face.  She took a long look and kissed the head lightly looking up at me from under my stiff prick.  “Ready?” she asked and slipped the head into her warm mouth not waiting for an answer.  She sucked hard and my cock seemed to be swallowed up inch by inch until it could go no further.  Her tongue flicked out licking my nuts at the same time her throat was stuffed with my eight inches of hard cock.  I nearly blew my load as she pulled back, all the time maintaining full suction.  My cock popped out of her mouth echoing off the walls of the empty bathroom.  I panted hard trying to hold back ejaculating right then and there. 

 

She looked up at me with those green eyes and smiled, “Like that?” she asked and grabbed the base of my cock and stuck the head back in her mouth.  Her tongue swirled around the head over and under while her hand stroked the full length of my cock.  I reached down and held her shoulders trying to push her back and let my cock breath.  She would have none of it, instead she sucked and stroked harder and faster until I couldn’t hold it back any further.  Without warning my load roared up the shaft and filled her mouth with warm creamy cum.  She swallowed as fast she could but some cum escaped her mouth and drizzled down the side of her mouth hanging at the edge of her chin.  I kept shooting spurt after spurt into her throat until I finally had no more to give.  She kept sucking up every drop I had to give.  What a greedy little bitch I thought and scooped up the string of cum dangling from her chin.  I held it above her head hanging from the end of my finger.  She reached out with her tongue and licked it off of my finger and then stuck my finger in her mouth making sure she didn’t miss any.

 

My cock was still hard and ready for another round.  She smiled and kissed my cock and looked up at me.  “Mind if I take care of myself real quick?  That got me so hot I just have to cum at least once,” she said rubbing her crotch. 

 

I was feeling greedy and stroked my cock in front of her face, “No. Suck me off again, then you can cum.  I’ll even help you, okay.”

 

“Okay,” she said slyly and shoved my cock back into her hot mouth.  She kept shoving my cock down her throat, in and out, in and out, again and again.  Her tongue flicked out and lashed at the head every time my cock head came out of her throat.  I was speechless, I couldn’t even groan.  This was by far the best blow job I had ever had.  I felt my nuts boiling ready to let another load go, she could sense it too and squeezed my balls and rolled them between her fingers.  She placed my cock head in her mouth and sucked and licked it until my balls let loose another huge load into her mouth.  I could feel her flicking over my dick hole as my cum spurted out shot after shot.  My entire body spasmed in pleasure and a groan escaped my throat and hers as the final spurt left my cock.  No cum escaped her mouth this time and she swallowed with a sigh of satisfaction. 

 

My legs felt like spaghetti and I had to sit down or fall to the ground.  She pulled my shorts and pants up and spun me around so that I could sit on the john.  I sat back and gathered my breath.  She stood in front of with her crotch staring at me.  “My turn now, you promised you’d help,” she said pulling her panties down.  As she stood up I could see that this was no ordinary woman.  This was a man, a man with a big black dick.  She grabbed her cock and began to stroke it in front of my face.  I watched it grow longer and thicker and felt my own cock growing again.  I was aroused by watching her stroke that fat black cock.  It grew to a nice nine inches long and as fat as a banana.  She must have been pretty horny because a drop of pre-cum formed at the dick hole.  I found myself leaning over to lick the pre-cum off the tip of her dick.  She stopped stroking it as my tongue snaked out and grabbed the large drop.  It tasted salty sweet and I wanted more. 

 

“Suck it,” she whispered holding it up to my lips.  My mouth opened and she slid the fat cock past my lips and into my mouth.  My lips stretched wide to accommodate the fat piece of head meat and I sucked the shaft in as far as I could.  I didn’t even think about it I just sucked it and reached my hand up to lightly squeeze her big nut sack.  She moaned as I rolled her nuts around with my fingers and said, “Squeeze harder.”  I did as she asked releasing a deep moan from her throat.  She grabbed the back of my head and began to pump her cock into my mouth.  I tried to take as much of her cock into my mouth as I could without gagging.  My own dick had come back to life demanding some attention.  He would have to wait, I was having too much fun at the time. 

 

She pumped faster and faster her cock head hitting the back of my throat.  I could feel her nuts tighten up in my hand and prepared for her load.  I wanted to taste it and swallow as much as I could.  She stopped pumping and I felt the cum rumble up through the long cock shaft until it finally exploded in my mouth filling it quickly.  I tried to savor the salty sweet flavor of her cum but had to start swallowing or I would lose some to the floor and I wanted it all.  It didn’t seem to stop, it just kept cumming and cumming.  Finally the cum stopped and her cock trembled and softened in my mouth I didn’t want to let it go.  She gently took it out of my mouth and pulled up her panties, stuffing her cock into the tiny panties. 

 

I sat on the john with my dick sticking straight up into the air.  She looked down at it smiled.  “You’re on your own with that one, honey.  I’ve got to go,” she said and turned to leave.

 

“Wait,” I said, “can I see you again?”

 

“If we see each other again, we’ll see each other.  Okay?” she said and left the stall.

 

I just sat there for a while and thought about what had just happened.  I had sucked my first cock and ate my first load of cum and I liked it.

 

END

 

 

Her spreading tummy was held in place with a full girdle with attached suspenders. Her ever expanding, slightly saggy breasts could be controlled and displayed to advantage with the right bra. Her face just needed more makeup than she used to use when she was younger, so she wore lashings of it. Finally her hair was always perfect, no demure bob or modest perm for our Pamela; she wore her hair big, high and sassy. ‘Mutton dressed as lamb,’ her Mom would have called her; but that was Pamela’s look. Her regular punters loved it.

Pamela had been a prostitute all her working life. She had held the odd regular job here and there, but always came back to the game. From the moment she had turned fifteen when she noticed the boys furtive glances at her breasts and her uncle Bill’s awkward but repeated attempts to look up her skirt and the lump in his pants when he hugged her (which he tended to do way too often and for far too long for propriety); she knew that she had something men wanted. It didn’t take her long to figure out that they would pay for it too. She fell into prostitution the way some of her girlfriends fell into jobs such as hairdressing or as shop assistants; it was just the job that best suited her.

Pamela had started working at her aunt Doreen’s modest establishment when she turned sixteen. Her mom had raised no objection. To supplement her meagre wage, every now and then her mom had taken in the odd lodger who sometimes paid extra for the privilege of sharing her mother’s bed. Her dad had run away when she was still in nappies and she didn’t remember him. Pamela dutifully gave half of everything she earned to her mom.

At Aunt Doreen’s she had learned the ropes so to speak. At first most of her customers were men who wanted a younger, prettier girl than their wife or current girlfriend. As she grew older she got the men who wanted an experienced woman who would do all the things for them in the bedroom that their wives and girlfriends wouldn’t do.

Pamela would do almost anything within reason providing the punter paid her enough. She had done some kinky things in her time, everything from mundane requests for fellatio to dressing punters in frilly knickers and spanking their bums. In fact light bondage and discipline work was her forte and she often took down punters into the special ‘dungeon’ room in the basement. However she would have nothing to do with the heavier, perverted stuff that was sometimes requested.

She refused any requests for sodomy, role-playing involving rape or incest, heavy sado-masochism; and as for anything involving pissing and other dirty acts; who were these perverts anyway? Go to Germany for fuck sake! The Germans seemed to make all the 'adult' movies involving those revolting acts.

In her mid thirties Pamela’s mother had died and she had finally moved out of her mom’s old home and at the same time moved out of Doreen’s establishment. She set herself up in a nice little flat and only saw her regular customers or those punters who came to her recommended by trusted friends. In her late thirties and her early forties her regulars had dwindled away to almost nothing. They had moved on, found younger women, or just stopped paying for sex. Older and bolder but still attractive enough to pull the punters she had started working the streets.

She could get a legitimate job and with the added income from her few remaining regular customers she could probably make a decent living working at one; but Pamela was prostitute; that’s what she did best, so that’s what she did.

Life on the streets was harder, but Pamela was no mug. If a punter was nice and looked like he had enough money she took him home for a 'full service'. If the punter only wanted a quickie, was half pissed, or didn’t have the money for a full service she would blow him or have him fuck her standing up in the doorway. The doorway in the dark disused alley had become her workroom. She would stand on the main road displaying her wares and until she hooked a short timer, then she would lead him down the alley and into the doorway to complete the transaction. The better clientele had a short walk to her flat.

Pamela, like all prostitutes, had had her share of bad experiences. Safe in Aunt Doreen’s brothel there was always help at hand and the worst that had happened had been the odd abusive punter when she’d turned down a request for perverted sex. In her flat she only serviced regulars; but on the street it was different; she had had to deal with all sorts.

Occasionally a punter would try to get a freebie, but she soon learned to take the money as soon as she entered the alley and before her and the punter got to the doorway. Sometimes if the customer was too pissed or couldn’t come for some reason they demanded their money back. Once a punter had slapped her face and called her a whore before running off into the night, but mostly Pamela could handle any situation.

On this cold wet night Pamela’s life was about to change forever. Tonight she had invited the wrong punter down into the alley.

Pamela had been about to give up for the night when a punter approached her where she stood at the entrance to the alley. She had watched him walk past two or three other working girls who were huddled in their usual positions on the street. He looked them over and continued on until he came face to face with Pamela. He looked her up and down, surveying her from top to bottom.

Pamela was dressed in a white silk blouse under a short red leather jacket, a black leather miniskirt came to mid thigh, black seamed stockings, and matching red high heels completed the ensemble. Her hair was teased, and framed her mature but attractive face. She was heavily made up with lashings of eye shadow, mascara and eyeliner to accent her pretty blue eyes, her cheeks were heavily rouged and she wore bright red lipstick. The punters liked their girls to look 'slutty'; it added to their fantasies she thought.

"Now you’re my type of girl," the man breathed whisky on her.

Pamela appraised the punter. Dark business suit, mid forties, just going to fat, heavy but handsome, a little drunk but sensible. He would do for her last quickie before she went home.

"Glad you like what see darling; it’s sixty for short time ok," Pamela made her pitch.

"Fucking expensive for an old pro like you ain’t it?" was his response but he stayed put and continued to gaze up and down Pamela’s body.

‘The ones with plenty of money always argued about the price,’ she thought.

"Look it’s sixty; short time in the alley. Take it or leave it; I’d as rather go home anyway!" Pamela snapped back.

"Ok! Ok darlin’; I’m hot to trot and your just my type, lets have you then," another cloud of whisky enveloped Pamela.

"Follow me, what’s your name?" she lead him just inside the alley.

"Mike," he replied.

"Let’s have the money Mike; then you get your honey ok?" Pamela gave him her best false smile.

Mike fumbled for his wallet and handed over the sixty. Pamela saw the wad of cash he had in his wallet and thought ‘Cheap fucker’.

Pamela took Mike’s hand and as she led him into the gloom of the alley, as they walked into the gloom Mike placed his hand on Pamela’s bottom and pinched; she brushed it away irritably.

"Hold your horses lover; here we are," she whispered as they entered her doorway.

The doorway was recessed far back into the disused building and no one was able to see them unless they came all the way down the alley. Pamela had never been disturbed here yet; then why would she? The building was disused.

Mike turned Pamela to face him and eased her back against the door; he pushed himself against her and tried to kiss her. She pushed him back and turned her face away from him.

"No lover; no kissing Ok? I don’t do that with punters."

"What do I get for my sixty then?" Mike asked his face puffed up and reddening.

"You get oral relief, and if you want you can shag me Ok?" Pamela offered her standard services.

"Can I fuck you in the arse then?" her customer went on insistently.

"Look sweetie you can have what I just offered; if that’s not to your liking take your money and fuck off; it's fucking cold and I’m tired!" Pamela laid down the law. What she didn’t need was the last customer of the night to be a difficult bastard.

"You slags are all the same," Mike cursed; "you come on all dolled up to get a guy horny then you won’t play the game properly. How can I shag you without a bit of a kiss and cuddle first hey?" Mike insisted, his voice getting angrier.

"Look I’m no slag and if you don’t behave you’ll get nothing ok?" Pamela had had enough.

"Alright, alright, give us a suck then sweetheart." Mike capitulated.

‘Thank fuck for that’ though Pamela ‘let’s get this over with and get home to bed.’

Pamela dropped to her knees, placing them on an old cushion she had bought to the alley not long after she first established the doorway as her 'workroom'. She had laddered her stockings kneeling on the bare brick floor the first night she worked here. Her face was level with the punter’s crotch and she reached up and unzipped his fly. Mike looked down at the overly made-up whore as her red fingernails slid down his zip and reached inside his trousers.

Pamela’s fingers freed Mike’s already thickening member from his underwear and pulled it out of his flies. ‘At least he’s nearly hard; he shouldn’t be too long coming,’ she thought; ‘not a bad sized one either,’ she couldn’t help thinking.

Mike watched as Pamela slowly stroked him until he was fully erect and then sighed as she bobbed her head down and took him in her mouth. His perfect fantasy was playing out perfectly in the dim gloom. A lovely older woman dressed as a tart was kneeling before him suppliant to his carnal needs. Mike looked at her heavily made-up face and pretty eyes as she looked up at him. Kneeling as she was, he got a great view of her large arse encased in the black leather mini and her seamed stockinged legs; he loved her red high heels, so whorish.

Pamela saw that Mike was staring at her face and body as she fellated him; she knew that punters liked to do that and she made a point of looking up into his face; she knew that really got them aroused. Hopefully this dickhead would come quickly she thought. Then she felt his hands on either side of her head. He held her in a vicious grip and began to brutally fuck her face. She couldn’t move her face away from his crotch and she was gagging on his cock as it forced its way all the way to the back of her throat.

Pamela started to pummel Mike with her hands as she gagged on his penis. Mike just held her tighter and continued to enjoy fucking her mouth.

"You love this don’t you, you whore. Don’t pretend you don’t. You’re all the same, you say you won’t do this and you won’t do that, but what you really want is good hard dirty fucking don’t you?" Mike was raving now.

"No kissing! No anal! Who the fuck do you think you are; I’ve paid my money and I’ll take what I want," Mike hissed as he held Pamela’s head in a vice-like grip and fucked her mouth.

Pamela had no choice, she couldn’t breath and Mike's cock was choking her, so she bit down on it. Mike screamed and pushed her away; Pamela lay sprawled in the doorway flat on her behind, her legs spread, her skirt rode up to reveal her stocking tops and red nylon panties.

Mike quickly recovered from the nip he had taken on his penis and looked at Pamela fallen flat on her arse before him. He looked up her skirt and his cock began to harden again; he looked at her heavily made up face and knew he hadn’t taken all he wanted from this whore.

"Fuck off!" Pamela shouted at him, "Fuck off and leave me alone!" she begged, hoping her cries would be heard by someone passing the alley. She knew her hopes were forlorn.

Mike moved in to take what he wanted. He reached down and slapped the whore hard across the face bringing tears to her eyes, she sobbed and her makeup started to run; her crying only served to arouse him further.

"Please, please don’t," Pamela pleaded, knowing she was in deep trouble.

"Yeah, that’s it bitch; you say please! You say please and I might be nice but don’t worry Mike knows what you need," he growled.

Mike dropped down between Pamela’s spread legs and reached up under her skirt and grabbed her panties. He tugged and pulled on the flimsy nylon garment until they tore free from her body. Mike bought the sheer panties up to his face and smelled the crotch; then he wrapped them around his tumescent member and gave it a few stokes.

"Nice knickers bitch; they're lovely."

Then he reached out and stuffed them in Pamela’s mouth. She tried to move her head from side to side but he slapped her again and pushed them deeper into her mouth, effectively gagging her. Then he grabbed her ankles and pulled her forward so that her spread legs straddled either side of his body; Pamela fell back hitting her head on the ground.

Mike had Pamela positioned prone in front of him with his throbbing cock inches from the entrance to her vagina. He pushed forward and thrust himself inside; right up to the hilt; Pamela groaned through the gag.

Pamela was dazed from the slaps she had received and from hitting her head on the pavement but when Mike lifted her legs around him she knew what was coming next. She braced as she felt Mike's huge member push past her labia and rudely thrust deep inside her. As a prostitute she had obviously succumbed to hundreds of erect penises inside her before, some a lot bigger than this; but this was different, she was being raped and she felt defiled.

Mike started to fuck Pamela with slow hard strokes enjoying her tight vaginal walls around his cock and loving the feel of her silken stockinged legs against his body. He was pleasuring himself at the expense of this whore. ‘What was it she said? No kissing right?’ he thought, then leaned forward and breathed his whisky breath into her face.

"I’m taking out the gag but if you scream I’ll knock you out you fucking bitch!" Mike panted as he continued to fuck her.

He leaned down over her and pulled her legs up around him in the missionary position and positioned his face in front of hers and took the panties in his teeth pulling the panty gag out of her mouth. Pamela gasped for fresh air but not for long as Mike started kissing her in a frenzy. He pounded his cock in and out of her in time with his tongue as it slid around her mouth. His hands ran up and down her stockinged thighs, laddering her expensive diaphanous stockings with his nails.

Pamela didn’t know what was worse, having her panties shoved in her mouth as a gag or Mike’s fetid breath and slimy tongue as he kissed her. His fingers were scratching her legs and tearing her stockings to ribbons. His penis continued to slide slowly in and out of her, she almost wished he would speed up the fucking and get it over with. ‘Maybe that was it?’ she thought.

Mike noticed a subtle change; Pamela was no longer struggling; in fact she was returning his kisses. Her arms had moved up to embrace him and she was rising her arse up against him to meet his thrusts. She was fucking him back!!!

"You fucking slut whores, you’re all the same, you just can’t get enough dick can you?" Mike groaned.

Pamela continued to play her game, ‘Get this guy off and then get to the police,’ that was the plan now!

"Yes Mike; give it to me honey; you know I need it," Pamela lied, convincingly she hoped, whispering into Mike’s ear.

Mike was lost in the pleasure of fucking this whore when a little alarm bell went off in his head.

"You fucking bitch! I know what you’re fucking doing! You need it hey? Well let’s see how bad you need it baby!"

With that Mike pulled himself off Pamela and looked down at her. Her coat was opened and he had managed to tear open her blouse revealing her large white breasts. Her skirt was dirty and rucked right up around her waist to reveal her red garter belt which were attached to her sheer black nylons now in tatters on her bleeding thighs. Mike groaned with pleasure at this picture of a woman ravished.

Mike reached down and grabbed Pamela by the hair and pulled her to her feet. He spun her around and slammed her face first against the door.

"So you need it do you whore! Well here it is!"

Mike kicked Pamela’s legs apart and positioned himself behind her. He pushed his now rock hard penis between her fleshy buttocks and rubbed it up against her fleshy labia to coat it with her cunt juices then pulled back and started to force it into her back passage.

Pamela couldn’t believe the excruciating pain she was feeling as Mike invaded her with his weapon. She tried to relax her sphincter but Mike just kept pushing himself slowly and steadily inside her. She thought that she felt herself tear and she screamed again at the intense pain.

Mike was passed caring about her screaming; he was living his ultimate fantasy raping this fat cow.

"Yeah baby that’s it; take it for Mikey; take that cock!" he chanted over and over.

Eventually he forced himself inside her as far as he could get, his crotch hard against her soft fat buttocks. Then he thrust in and out as slowly as he could, but he couldn’t hold back; the pleasure was just too much. He pushed forward and buried himself to the hilt in Pamela’s arse and exploded. Stream after stream of hot semen shot from his cock deep inside Pamela’s arse. Mike grabbed Pamela’s face and twisted it around so he could kiss and lick her as he shot his load.

Pamela was now numb with pain. She was barely conscious and only just aware of Mike anally raping her. The only thing keeping her on her feet was the pressure of Mike behind her as he fucked her and her will power to stay conscious. Then she felt him take a mighty lunge and bury himself even deeper inside her and she felt her insides tear again, the hot flood of Mike’s semen increased the pain of the wound. Then the sick fuck was kissing her. This maniac was kissing her whilst he raped her.

Mike collapsed against the prostitute as his orgasm subsided. He eased himself out of her and reached down and picked up the shredded red nylon panties off the ground. He wiped his deflating penis on them and spun Pamela around to face him. Her face was a mess, her makeup spread all over it. She just stood there in a daze.

Mike kissed her gently on the lips then pushed the come soaked nylon panties into her mouth, leaving half of the flimsy garment hanging out.

"Don’t forget your knickers," he laughed.

"Thanks for the fuck; keep the money bitch," he mocked as he disappeared up the dark alley.

Before she passed out Pamela made a vow: ‘This Bitch is going to get revenge!’

It took Pamela three months to recover from her ordeal. Somehow that night she made it home to her flat and called her Auntie Doreen who came straight around. Doreen didn’t ask her niece what had happened, she didn’t have to; it was obvious. Pamela never told her Aunt the details of what happened, she was too humiliated. Pamela’s wounds, internally and externally, healed quite quickly; it was her mind that took the time. She eventually regained her self-confidence and was capable of leaving her flat to shop and so on, but she needed to work; and there was only one thing she knew that she was good at. It was Pamela’s resolve for revenge that kept her going and got her through.

‘This bitch is going to bite back; one day I will find him and he will pay for what he did to me,’ became her mantra.

Pamela discussed going back on the game with Aunt Doreen who refused to entertain the idea of her niece working the streets again.

"I’m in my fifties now love, come back and work at my place, it won’t be long before you can take it over, I’m getting to old for this game anyway," she implored.

And so it was. Pamela went back to servicing punters at Aunt Doreen’s brothel. There was security there, both in the numbers of girls on a shift at any one time, and from Doreen’s live in boyfriend Steve. His nickname was "Iron Bar Steve" and he had once done a stint in Chelmsford prison where he worked as a 'hard man' for Eddie McManus who was the hardest man there and ran the jail from the inside. Steve was the bouncer at Doreen’s establishment and he kept the punters in line if they played up. Steve had been living with Doreen for nearly twenty years (except for his stint in Chelmsford); he was only in his forties, nearly ten years younger than Doreen but they loved each other, and Doreen confided one night after a few gin and tonics, that she still kept Steve more than happy in bed. In fact, she implied, they both enjoyed a very exciting and varied sex life.

Six months after she started working again Pamela got her chance for revenge. She was walking past one of the rooms in the brothel when she heard the unmistakable voice of her rapist coming through the door. It was Mike! He was ranting at Susan; the poor girl had him in room number two as a customer.

"You’re all the same you slags, dressed up in your sexy gear leading a guy on and then won’t do what he wants. Bitches! Fucking bitches! Now get over here and suck my cock!" he ranted.

It was him alright! The memories of the evening Mike had raped her in their alley came storming back.

Pamela’s heart began to race and she ran down the corridor to Doreen’s office.

"It’s him; the bastard who raped me. He’s here, he’s in room two with Susan!"

"Are you sure? Mike’s been a coming here for years off and on, he’s a bit rough but I never took him for a rapist?" Doreen asked, a concerned look on her heavily made up face.

Pamela broke down and fell into her Aunt Doreen’s arms sobbing, she told her every detail of what that man had done to her on that cold wet night. Doreen poured them both a stiff drink and they began to plot Pamela’s revenge.

"Revenge is dish best eaten cold," quoted Doreen, "Let's make the punishment fit the crime," she added.

Doreen and Pamela waited a week; during this time they planned Pamela's revenge and acquired the necessary items to ensure the punishment fit the crime. Mike was obviously a vicious woman hater; his litany of 'Bitches dressed up in sexy gear who won't do just what he wants,' was to become the basis of their planned revenge; a theme if you like.

During this time Doreen enlisted Steve's help; he was instrumental to their plan. Of course when Doreen told Steve what Mike had done to Pamela, Steve just wanted to smash his head in "I'll castrate the bastard!" he said; but Doreen went on to explain how her and Pamela's plan was so much better. And so, the trap was set.

Mike made his called the brothel about a week later and asked to see the sexiest girl available. Doreen took the call,

"Mike, you have been such a valuable and reliable customer over the years that I've booked you in for a special treat. My prettiest girl and I'll let you have an hour with her for the cost of your normal half-hour session."

"About fucking time you gave me something; I've been coming to your shit-hole knocking shop for years now and I have to tell you I never had anything for nothing and your slags always lead me on; they never give me what I want," Mike growled down the phone.

"Oh don't worry Mike; we'll make it up to you this time honey; you will get everything you deserve," Doreen sweetly answered.

"See you at six then honey; bye." Doreen hung up the phone then commenced dialling Pamela and Steve.

Mike arrived at Doreen's establishment at 6:00pm sharp looking forward to his special deal.

Doreen met Mike at the door and escorted him directly to the basement dungeon room. Doreen had dressed up specifically for the evening and although nearly sixty she looked very sexy in a whorish way. She was wearing a tight black leather mini, a white silk long-sleeved blouse, black stockings and shiny black patent leather high heels. Underneath she was wearing red silk camiknickers over a red satin garter-belt and a matching bra was visible under her sheer blouse. She wore lashings of makeup and her blonde hair was piled high on her head. She looked exactly what she was; an old prostitute.

"I hope I'm getting something better than you Dor'; you look real sexy but fuck your old enough to be me mum," Mike whinged as they entered the dungeon.

"Oh don't worry Mike, you're going to get exactly what you deserve!" Doreen flicked back across her shoulder.

As Mike passed through the door he noticed another sexily dressed older prostitute sitting on the bed in the centre of the room. Then he recognised her! My god it was the whore he had raped in the alley; then he felt a little sting on his neck and then nothing but blackness. Mike awoke some time later but he didn't know where he was.

He looked around groggily and realised that he was still in the basement of the brothel but he knew something was seriously wrong. Something just wasn't right, he couldn't move for a start and his clothes just didn't feel right on his body. The he realised he was bound to a chair. Both his legs were bound to the legs of the chair and his wrists were bound to the arms. Positioned in front of him was a full-length mirror; he couldn't believe what he saw in it.

Reflected back at him was a plump, overly made up whore. Mike looked her up and down. She had a blonde bob, her eyes were heavily made up with mauve and blue eyeshadow; black eyeliner outlined her heavily mascaraed lashes. Her foundation and face powder had been thickly applied; her rouge was just as heavy and bright red lipstick completed her whore's painted face. She wore a large gold choker necklace and matching drop earrings.

Next he noticed her clothes. She wore a long-sleeved blouse of sheer nylon; he could see a black brassiere through the sheer material. The garment had ruffles at the front of the decolletage that came all the way up to her neck so that no cleavage was visible, although she had huge tits straining at the front of the blouse. Where the cuffs ended, her wrists were tied to the arms of the chair but he could see her red painted whore's fingernails.

She wore a red lycra miniskirt that just covered the very tops of her thighs; because she was lashed into the chair it bulged a little at the waist around her potbelly. Her legs were encased in sheer taupe stockings that glistened in the overhead light; on her feet were bright red high-heels. He could see her stocking tops where her skirt was hitched up around her thighs and he saw the silver glitter of her garter snaps at the end of the black suspenders that lead under the mini to the suspender belt. Her thighs were slightly opened and he glimpsed the gusset of a pair of black satin panties.

Each of her slim nyloned ankles was firmly bound to a leg of the chair in which she sat. Then it dawned on him; he was looking at himself!

Then he started to realise the strange feeling of the clothes on his body. The sheer hose on his legs were light and sexy; they felt like gossamer silk sheathing his legs. His cock and balls were encased in the softest of satin panties; they gently caressed his sex organs and the cheeks of his bottom. The skirt felt strange but sexy as the tight lycra spandex squeezed his potbelly and thighs. The blouse was made out of the sheerest of gauzy material that he had ever experienced and it lightly caressed his upper body. He could feel the bra underneath the blouse snug against him, a light padding material was obviously being used to fill out the bra cups to create the huge false tits.

He could also feel and taste the makeup on his face. The lipstick tasted sweet and slightly greasy but pleasant; just like it tasted when he kissed a woman. But the most disturbing thing, besides waking up to find himself dressed as a whore, was that he could feel his penis starting to harden in his panties. He wasn't sure if he aroused because he was attracted to the cuddly crossdressed whore he saw in the mirror (she was certainly dressed just the way he liked his women to dress) or because of the sweet caress of the lingerie and female clothing on his body.

But why was he dressed like a crossdressed whore; and more importantly why was he lashed into this chair? Both questions were about to be answered.

"Well don't you look pretty Mike," he heard a woman's voice coming from behind him; it was dripping with sarcasm.

Then Pamela stepped forward and came into his field of view. Although it had been a while, Mike recognised her immediately; it was the prostitute he had raped in the alley.

"What the fuck are you doing here. I fucked you once and you weren't up to much love; give up the game before your cunt falls into your arse!" he snapped at her contemptuously.

Whack! His head snapped to one side as she slapped him upside of his face. Then though teary eyes he saw Doreen walk in front him; she looked sexy. She had disposed of her miniskirt and blouse and was standing there in her red silk camiknickers, matching bra and a red satin garter-belt holding up her sheer black stockings; shiny black patent leather high heels completed the ensemble. Her heavy makeup had been touched up. Dressed only in her lingerie as she was, she looked quite dominating.

"Well fuck me Doreen, you don't look too shabby for a wrinkled old cunt!" Mike snapped again.

Whack! Whack! This time it was Doreen who slapped his face; she stumbled on her heels she hit him so hard.

Mike shook his head and this time took a good long look at Pamela; she looked very different tonight. She was wearing a black corset and waist cincher. It looked to be made of a satin material and although Pamela was plump it cinched in her waist, emphasising her large breasts and buttocks. Suspender straps ran from the garment down her plump thighs and were attached to black seamed nylon stockings. Her feet were shod in the highest of high heels he had ever seen. The ensemble was completed with bright red nylon panties.

Pamela had on her usual lashings of makeup, this time very dark and Goth like. Black eyeshadow, eyeliner, mascara, pale foundation and powder, but bright blush and bright red lipstick and matching fingernail polish. She wore a black wig and her hair was worn high almost like a beehive. She looked every bit the dominatrix.

"What the fuck do you old whores think you're doing! When I get out of this chair I'm going to slap you both until you bleed, then fuck you senseless, just like I did to you that night in the alley you silly old trollop!" he spat at Pamela.

Whack! This time the blow was so hard that the chair fell over with Mike strapped in it; it was no slap it was a full-blooded punch delivered into his right side.

Someone with great strength lifted Mike upright, still strapped in the chair. Now he was scared. Then Steve walked into view and he got really scared.

"What the fuck is this about? What's happened to me? Why am I dressed this way? Why am I tied to this chair?" Mike pleaded through the pain in his side where he had been punched.

"Well Michele," Steve began.

"NO! NO! Fucking NO! My name is Mike!" the crossdressed slut tied to the chair cried out.

"Well you see Michele," Steve went on as if Mike had not said a word, "I have decided to name you that because you remind me of a girl I knew in Chelmsford Prison. She wasn't really a girl of course but she was prettier than you and a lot better behaved once we tamed her."

"So I've named you Michele, and the girls here agree it's a good name; and of course they also agree that you need to be tamed. In fact this was their idea; mostly Pamela's, but then again you raped her you cold blooded cunt, it's only fair that she choose your punishment!" Steve went on.

"You can't! You can't!" Mike/Michele tried to go on but Steve shut him/her up with a 'bitch slap' across the face.

"Just shut the fuck up and listen. Your punishment has been designed to match your crimes."

"You continually complain that the girls get dressed up all sexy and then lead you on; that is, won't give in to your perverted whims, so you knock them around and abuse them."

"But most disgusting of all, you raped Pamela and left her on the ground in that cold dark alley. Now you are going to get the same treatment," Steve said matter of factly.

"Oh n…" Michele tried to interrupt and received another bitch slap.

"So we lured you here, drugged you as you walked into the dungeon for your 'freebie', shaved your legs, and turned you into a woman. Dor and Pam have done a miracle and turned Mike into Michele!"

"It took some doing, shaving, dressing and making you up while you were unconscious but the girls said it was pleasant work knowing what they were going to do to you eventually." Steve finished.

"Oh it was disgusting touching you after what you did to me," Pamela said, "but it will be worth it!"

"Now you look exactly like what you have always despised and abused; a fat old whore dressed up sexy and ready to work!"

"And now we are going to give you what you gave me; pain, humiliation and abuse! You can cry and scream all you like; this room is soundproof."

"We are going to rape you!" Pamela finished.

Mike realised now what had happened to him and how much trouble he was in. He started to whimper.

"Oh shut the fuck up Michele; shall I shut her up for you Pam?" Steve asked Pamela.

"Any way you like!" Pamela shot back.

Steve pushed the mirror out of the way and stood in front of Michele. He could see the tears in her eyes and her mascara starting to run down her pretty cheeks.

"Fuck you! You get the same sympathy you showed Pamela," Steve spat at her.

Steve unzipped his fly and extracted his semi hard member. Another 'Michele' in another time and place (a few years ago in Chelmsford Prison) had described his cock as monstrous the first time he hade her suck it, and the description was apt. It was only seven inches long but it had a massive girth and ended in a gnarled purple knob; thick red and blue veins stood out all along the length of the monstrosity.

Steve reached out and grabbed Michele's head in both of his strong hands. Michele looked up, she had a pleading look in her eyes but Steve would have none of it. He released one hand and placed it on his semi erect penis and began to rub it all over her face. Michele was horrified; the feeling of the slimy member being rubbed on her cheek, over her chin and even in her eye socket was sickening. She opened her mouth to protest and Steve took the opportunity and pushed his now erect cock over her lipsticked lips and into her mouth.

Pamela and Doreen looked at the man they had turned into Michele being abused and degraded by Steve. Doreen was not concerned that Steve enjoyed forcing himself on the crossdressed whore, he had told her of his adventures in Chelmsford; and besides they had a very kinky sex life and allowed each other to take multiple partners anyway.

Pamela and Doreen looked at each other and smiled; this bastard was getting exactly what he deserved; a dose of his own medicine.

"Stick it to her Steve," Pamela goaded Steve on as he forced his turgid member into Michele's unwilling mouth.

Steve smacked Michele across the face again drawing blood from a small cut inside her mouth.

"You take this bitch or else I will break your fucking jaw!" he swore.

Michele could only capitulate, she opened her lips and felt the hard spongy mass of Steve's cock enter her mouth. She tasted her own lipstick, the salty taste of her own blood and another slightly salty sweet taste that could only be Steve's pre-seminal fluid leaking from the eye of his cock. Michele gagged as Steve forced his cock into her painted mouth right up to the hilt, his balls resting on her powdered chin. He groaned.

"Take that you slut!"

Pamela now had her first taste of her revenge as she watched Steve's cock disappear fully inside Michele's mouth.

"Yeah, take that you fucking whore! How does it feel you dumb cunt! Take that cock you fucking rapist shit, I hope it fucking chokes you!" She spat at Michele.

As Pamela and Doreen started to savour their revenge, Michele felt utter humiliation. Steve began to fuck her mouth; his hard member pistoning in out of her lips as Steve held her head steady and stood between her splayed legs fucking her face. Michele felt the hard cock sliding between her lips, over her tongue and slamming into the back of her throat. 'My god, how do these girls willingly give head,' she thought as her mouth was raped and she gasped for breath.

Then Michele couldn't believe what happened next, she felt a hand caressing her nyloned thigh. The hand was stroking up and down from her knees to the very tops of her thigh and sometimes disappearing under her skirt and stroking her pantied crotch. It was Doreen! Michele looked down and saw the old hooker was kneeling beside her chair, Doreen's hand was under Michele's skirt stroking and rubbing the sleek material of her stockings and panties.

Michele found what happened next even harder to believe; she started to become aroused, her penis hardening in her panties. Steve continued to drive his cock in and out of her painted mouth and was quickening his pace. Michele felt Steve's penis become rock hard and start to throb; she knew what that meant, Steve was building to his orgasm. Oh Christ, she was about to get a mouthful of semen. But what the fuck was Doreen playing at?

Doreen had now lifted Michele's skirt and was rubbing Michele's penis through her silky satin panties. Michele had started to harden and Doreen grasped her penis and started to wank her. A small telltale wet spot appeared in Michele's panties; she was enjoying the forced masturbation even while Steve was raping her mouth.

Michele had now got used to Steve's member thrusting in and out of her mouth. Although she was not enjoying what Steve was doing to her, she had come to tolerate it. She couldn't understand how she could be so sexually aroused though. Doreen was stroking her hard cock through her panties and she was getting harder and responding to the luxurious stimulation of the satin panties being rubbed against her member. Michele actually started to buck in the chair thrusting her pelvis in time with Doreen's strokes. This also caused her head to bob up and down, inadvertently providing stimulation to Steve's hard cock in her mouth; he could also feel her tongue starting to work around his cock lashing at the sensitive underside of his penis.

Michele was now concentrating on the feeling of Doreen's ministrations to her sensitive penis. Doreen had now slid her hand inside Michele's panties and as the painted fingernails of one hand raked her scrotum through the satin panties, the other was wrapped tightly around Michele's shaft and was viciously wanking the hard member. She was half choking on Steve's penis and was working her tongue around it to try and squeeze more air into her lungs as Steve pulled back enough to let her breath.

Steve took Michele's bobbing and bucking as capitulation; her movements were certainly increasing his pleasure so he slowly released his grip on her head. Michele was now sucking in time with Doreen's wanking and she hadn't even realised it. She felt Steve's cock stiffen and convulse in her mouth and suddenly realised he was about to ejaculate.

'Oh my God,' Michele thought. 'This cunt is going to come in my mouth and I'm fucking encouraging him. What the fuck am I doing?'

Pamela was standing back watching the first part of her plan come together. Mike sat there dressed as Michele tied to the chair. Steve stood between her stockinged legs his thick cock sticking out of his jeans, Michele's lipsticked lips sucked on his cock as he thrust in and out of her mouth. Doreen kneeled to one side of the chair with her hands in Michele's lap. Michele's penis was sticking up proud out of the waistband of her black satin panties as Doreen wanked it furiously with one hand and stroked her scrotum through the panties with the other. Michele's miniskirt had been rucked up around her waist and as she bobbed and gagged on Steve's cock she looked just like the whores she had abused. Heavily made up, short skirt, stocking and high heels; sucking a cock just to get it over with; she had in fact become one of the whores she hated and used and abused.

Pamela smiled as Steve groaned; she knew what was coming.

Michele felt her own climax building; the frenetic wanking Doreen was giving her cock coupled with the strange but luscious sensation of the silky satin and nylon lingerie was just too much pleasure for her to bear; she needed release. At the same time she knew that Steve was about to ejaculate a disgusting mess in her mouth but there was nothing she could do about that; her orgasm had taken control of the situation and she felt it build and start to explode through her womanly body. Her cock-clitty started to spurt.

At the same time she heard Steve groan and felt his cock convulse in her mouth. Stream after stream of thick, ropy, semen filled her mouth. At the same time Steve grabbed the back of her head and pushed her face hard into his groin; she couldn't breath because he held her so hard against him and the flood of semen that filled her mouth. Michele started gag and retch on the semen flooding her mouth; she swallowed what she could but streams of the viscous fluid poured out of her nose because she couldn't swallow it fast enough. Also her own orgasm had just commenced and she started convulsing as the first jet of her own spend erupted from her penis; which was being wanked furiously by Doreen.

"Now!" screamed Pamela.

And Michele suddenly felt the most excruciating pain ever. As the first stream of ejaculate left Michele's clitty Doreen heard Pamela's cry and with her other hand she squeezed Michele's scrotum as hard as she could; at the same time she viciously twisted and squeezed her penis. Michele's orgasm came to an abrupt halt and she nearly passed out with the pain.

In the space of one second Michele had gone from the ecstasy of orgasm to the most cataclysmic pain she had ever experienced. Her cock and balls felt like they were on fire; the pain made her gag and she fought back the urge to vomit. She knew that would be fatal as Steve was still in the throes of his own orgasm and the last streams of his semen were shooting into her mouth. She tried to swallow the salty mess but her gag reflex was making her choke. Steve's sperm was flooding her sinus and running out of her nose making it impossible for her to breathe; she was sure she would die.

On the other hand Steve used Michele's choking and shuddering to increase the pleasure of his own orgasm; he pressed Michele's head harder into his crotch and as the last of his discharge pulsed out of him, he shuddered with the intensity of his orgasm. When he had finished he pulled his semi-hard member from Michele's mouth and rubbed his semen all over her face with his cock; her makeup mixed with his semen and her tears. She looked like a mess as she gasped for breath, choking and crying.

Pamela just smiled.

"So Mike, how does it feel to raped, you fucking prick!"

"Come on don't cry shit-head; you asked for it. I'll quote you if you like: ""You’re all the same you slags, dressed up in your sexy gear leading a guy on and then won’t do what he wants. Bitches! Fucking bitches! Now get over here and suck my cock!" "

"Isn't that one of your favourite rants; well now you know how it feels!"

"See Mike, or shall we say Michele, you asked for it. You just sat there all dressed up like a whore and in the end Steve had to take what he wanted. Sure, just like me you capitulated and tried to get Steve off; especially when Auntie Doreen started stroking you. But now you realise rape really is a violent act and there is no pleasure to be had by the person being raped!" Pamela finished.

"I'm so sorry," Mike/Michele shuddered, trying to breath deeply to combat the excruciating pain in her groin.

She was crying and gasping for breath. Tears streamed down her face, her mascara running and her lipstick smeared all over her face. The makeup was mixed in with Steve's spend and as she felt the sticky mess start to dry on her face she felt degraded and ashamed.

"I'm sorry; please let me go now. I've learned my lesson and I'll never abuse another woman I promise," Michele sobbed.

Pamela replied from across the room, her voice slowly getting louder as she approached Michele from behind.

"I don't think you have learned your lesson Mike. In fact I think you are far from it; but I'm going to take part in your final punishment personally; to make sure you know just how much I hate you"

"After all it's only fair that I get to do that; you raped me remember?"

"I'm the Bitch you left raped and broken on the filthy ground in that alley with her panties stuffed in her mouth; you remember? You told me; and again I quote: "Thanks for the fuck; keep the money bitch,""

"Well this Bitch bites back Mike! I spent the money you threw on the ground beside me to buy you a present in fact. Now open those come caked eyes and see what the Bitch bought for you!" Pamela exclaimed and walked around the to the front of Michele.

Michele looked up and horror filled her; she screamed…….."NNNNNOOOOOooooo!!!!!!"

"But Michele; I'm dressed just how you like your whores look!" Pamela teased.

What Michele saw when she opened her eyes was Pamela, still in her black corset and waist cincher; the suspender straps running from the garment down her plump thighs and attached to black seamed nylon stockings had now been adjusted slightly. The suspenders had been adjusted because protruding from the crotch of Pamela's bright red nylon panties was a huge black strap-on cock. Pamela rocked on her high heels and made the black rubber penis wobble inches from Michele's face.

"Remember what you did to me honey; well it's time for revenge; Steve, Auntie Dor, come and give Michele an attitude adjustment. You know what I mean; put her in an attitude that will allow me to use this on her," she smiled cruelly looking Michele right in the eyes.

Steve was standing to one side pushing his now flaccid cock back into his jeans. He zipped up and sauntered over.

"NO! NO! NO! NO! NO! NO! NO! NO! NO! NO! Pulleeeese don't" Michele begged and tried to tear herself free of the bonds holding her in the chair.

"Oh fuck this!" said Steve and punched Michele in the face, knocking her out.

Michele woke up to the stink of chemicals; then she realised that Steve was waving smelling salts under her nose. At first she couldn't figure out what was going on; in fact she thought she was still Mike having a bad dream. Then it all came flooding back as she started to feel the throbbing pain in her balls and the ache in her jaw from Steve's punch.

She realised now that she had been let out of the chair in which she had been bound but was now in worse trouble. She was locked in a set of stocks that Doreen kept in an alcove corner of her basement dungeon. Mirrors surrounded all three walls of the alcove, front and both sides, so she could she exactly what was going on. What she saw terrified her.

She still wore the long-sleeved sheer nylon blouse and the black brassiere was still visible through the gauzy material. Now where the cuffs of the blouse ended, her wrists were thrust through the holes in the extremities of the stocks, her red painted whore's fingernails stood out against the black wood of the contraption as she tried in vein to pull her hands through.

The red lycra miniskirt she wore just covered the very tops of her thighs. Her legs, encased in the sheer taupe stockings held up by the black suspenders, continued to glisten in the harsh overhead light; they were spread apart by a stainless steel spreader bar attached to her slim nyloned ankles and she could only just balance on her bright red high-heels. Michele realised she could hardly move at all. She could just swivel her head up and down and from side to side to look in the mirrors, her wrists and ankles were firmly secured. Then she realised something else; she was not wearing any underpants. Michele looked up and saw Doreen, who was positioned just to one side of Steve. Doreen was holding the black satin panties she had been wearing earlier and swinging them around her fingers.

She looked to the mirror in front of her and noticed her face had been cleaned and her makeup had been reapplied. The blonde bob was still in place, her eyes were heavily made up with mauve and blue eyeshadow; black eyeliner outlined her heavily mascaraed lashes. Her foundation and face powder had been thickly reapplied and with heavy rouge and bright red lipstick she was again the whore 'Michele'.

Then Michele remembered the last thing she had seen before Steve knocked her out; where was Pamela?

"Ok Pam, she's awake," Doreen called out.

"Well I guess it's time for the whore to pay her dues then; after all she's all dressed up and asking for it just like they all do; hey Michele?" Pamela teased as she approached from behind Michele. Michele looked in the mirror and saw Pamela approaching from the rear.

Michele saw the huge black rubber cock attached to Pamela and began to cry; she realised how vulnerable she was locked into the stocks with the spreader bar holding her feet far apart.

"Please, please don’t," Michele pleaded, knowing she was in deep trouble.

"Yeah, that’s it bitch; you say please! You say please and I might be nice, don’t worry Pamela knows what you need," she growled.

"Sound familiar Michele? We are saying to each other the same words that we said to each other on that night you raped me in the alley; except this time our roles are reversed!"

"Ok Doreen; gag the cunt!" Pamela ordered.

Doreen stepped forward and shoved Michele's black satin panties in her mouth. As she tried to spit them out Doreen pushed them in further until Michele was effectively gagged.

"Now," Pamela whispered into Michele's ear, "the Bitch bites back!"

Steve and Doreen both sat down on a couple of chairs that Steve had dragged over and began to watch the show.

"As I said to Pam; revenge is a dish best served cold, and we have certainly planned this to perfection," Doreen whispered into Steve's ear and gave his muscular thigh a squeeze.

Michele watched in fear as Pamela clicked across the floor on her high heels and positioned herself behind her. She couldn't see much, other than Pamela moving in directly between her spread legs. Then she felt her miniskirt being lifted up and felt a cold wet substance being squirted between the cheeks of her arse. She just had time to realise that Pamela had lubricated her arsehole when she felt the hard rubber cock intrude inside her sphincter.

Michele wanted to scream with pain but the panties stuffed in her mouth prevented her from doing so. She heard Pamela grunt and heard the click of her heels as she rose up and down on the balls of her feet as she began to force the cold hard weapon deep in her arse. She thought the squeezing Doreen had given her balls had been the worst pain she had ever felt but this was far worse.

"Give it to the whore!" Steve goaded.

"Fuck that cock hungry slut!" Doreen provoked Pamela to push harder.

"OHHGGGHH!!!" Pamela grunted as she forced her groin forward and pushed the rubber strap-on dildo as far as she could up Michele's arse. Then she reached down and flicked a switch on the base of the strap-on and it began to fiercely vibrate.

Michele felt her insides tear as the huge intrusive dildo ravaged her back passage. She wanted to scream but her panty gag prevented her from crying out. She started to cry again in pain and humiliation; her makeup running in rivulets downs her cheeks. It was bad enough that she was being raped; but to have Steve and Doreen watch and gloat was so degrading.

"Oh look Pam; she's doing the panda thing again!" Doreen exclaimed, "After all the trouble I that went too to fix up her makeup; the inconsiderate bitch!"

"Does it hurt your 'botty' Michele?" Steve laughed solicitously, "Don't you like a hard cock in your arse as much as you liked my cock in your mouth?"

Michele jerked and convulsed as she felt Pamela flick the switch that made the dildo vibrate in her behind. The pain was now almost unbearable and she thought she would pass out. Her back passage felt swollen and she knew that something in there was torn. When she thought it couldn't get any worse Pamela began to violently fuck her arse.

Pamela pounded the big black vibrating strap on dildo in and out of Michele's arse. The vibrating phallus pressing into Pamela's crotch through her nylon panties started to arouse her. She settled into a steady rhythm and concentrated on bringing herself off. She thrust in and out as hard as she could, both to punish Michele and to increase her own pleasure. Pamela started to spit obscenities at Michele.

"Yes Michele; take it honey; you know you need it," Pamela snarled into Michele’s ear.

"Come on honey you need it don't you? Well let’s see how bad you need it baby!"

"Remember those words you cunt; you said them to me while you raped me!

"You need it do you whore? Well here it is!" Pamela exclaimed and began to frantically rape Michele.

The thrusting and vibrating rubber cock was quickly bringing Pamela to orgasm. She had not expected this but she thought it only appropriate that as Mike had come when he raped her; she should come while she raped him.

Michele was now in agony as the hard rubber cock continued to violate her bowels; a slight pleasant tingle had started to grow in her prostate but the pain she felt overrode any pleasure she may be getting tenfold. She squirmed round and tried to move her arse away from her rapist but she couldn't move. All she could do was move her head and as she looked up into the mirror what she saw repulsed her.

Michele was standing spreadeagled tottering on her high heels, her long sleek stockinged legs forced apart by the spreader bar and her skirt was rucked up. Positioned between her sexy legs was a heavily made up chubby Goth vixen dressed in black lingerie, her sleek black seamed stockinged legs bent slightly as she balanced on her heels and fucked a hard black rubber cock in and out of her soft white arse. She was cursing and groaning.

"Take this you fucking bitch! I'm raping you back you cunt! I'm fucking your skag arse you whore!"

"And I'm commmmmmmming!!!!!!!!!!!"

Steve had been watching Pamela rape Michele and of course the inevitable happened; he became aroused and erect. He opened his fly and freed his hard chubby member and took Doreen's painted fingernailed hand and placed it around the turgid tool. Doreen began to absent-mindedly stroke Steve's cock; she was intrigued by what was happening before her eyes.

"My fucking god Steve, Pamela's actually enjoying raping that poor cunt!" she gasped.

"And I'm enjoying watching her too," Steve smiled as he hatched his own little plan in his head.

Then he saw Pamela begin to thrust in and out of Michele as hard and fast as she could and heard the obscenities she was screaming at Michele and he knew she was about to come. He made his own move and jumped out of his chair and moved it in front of Michele where she was locked in the stocks. He jumped up on the chair, his hard cock jiggling in the air as he held on to the stocks with one hand to keep his balance. Then with his other hand he began to furiously wank his cock in front of Michele's face. He looked down at her.

Michele was now silently sobbing; tears streamed down her cheeks as she weeped muffled cries into the satin panty gag that had been thrust in her mouth. She looked up and tried to implore Steve with her eyes but all she saw was his cock inches from her face as he stroked it and groaned with pleasure. His eyes were locked on hers but they displayed no pity, only lust. Michele's back passage was on fire; she could tell by the increased tempo of the ruthless fucking and by Pamela's grunts and groans that she was about to come. She just wished she would hurry before she exploded in pain. The monster cock was ravaging her insides and the crude vibrations only amplified the pain.

Then Michele felt Pamela drive the intrusive monster right up her, as far as it would go and push for all she was worth. Pamela was coming. Michele grunted in pain into the gag and screwed up her eyes. Then she felt the hot ropes of Steve's semen as he ejaculated in her face. She made the mistake of opening her eyes in surprise and a spurt of warm salty semen flew across her face and into her eyes. It stuck to her face and then dribbled down from her eyelashes and some of the viscous fluid went into her right eye and started to burn. Steve was moaning in ecstasy.

"Take that you fucking rapist whore! Take my spunk you fucking cowardly crossdressed hag!" Steve cried as came.

Pamela was pushing her groin into Michele's buttocks as hard as she could. The vibrating phallus was sending waves of pleasure through her pantied crotch as she pushed hard against Michele's arse to force the base of the vibrating rubber cock against her clitoris. She spasmed and bucked as her orgasm consumed her. Her stockinged legs rubbed against Michele's nyloned thighs, adding to the gathering circles of pleasure that raced up and down her body as she climaxed.

Her orgasm slowly subsided and she fell forward so that she was resting against Michele's imprisoned body. When she gained control of herself she pulled back viciously ripping the still vibrating cock from Michele's arse. A flood of lubricant, blood and other matter began to run down Michele's thigh and stain the top of her stocking. Pamela moved around to the front of Michele, the obscene strap-on phallus still pushed out in front of her like a lewd putrid figurehead.

Steve stepped down off the chair and pushed it back; his tumescent member hung out of his fly, the last drops of semen dripping from the gnarled knob.

Michele opened her one good eye, tears makeup and semen streamed down her face, the other remained closed due to Steve's semen still stinging her there. She was sobbing into the panty gag and obviously in tremendous pain. Pamela moved in and stood beside Steve.

"Was that good for you too bitch?" she asked sarcastically and ripped Michele's panties from her mouth.

Michele sobbed and moaned.

"Please………….no more!" she begged.

"Oh shut the fuck up!" Pamela spat back mercilessly. She took the black satin panties and wiped the last drops of semen from Steve's cock, cleaned the fetid mess of lubricant, blood and faecal matter from the strap on cock still attached to her crotch, and shoved the panties back into Michele's mouth.

She turned around to her Auntie Doreen and said,

"I think I've finished with this bitch for now!"

 

The End

My face was pretty, I can see that in my photos of the time, quite girlish, with big blue eyes, small straight nose and a big mouth, with huge, very full lips. I wore my black hair long, as it was the vogue of the time, a little longer than shoulder long. Cut in a page like  manner, a little shorter in the front than in the back.

Besides all of these, I was and am, very well endowed. Even at that age, in the mornings I was already 7.

This was a summer in the mid 1990’s, and my parents were on vacation for one month in Europe. My lovely aunt Sally and her brother Sandy were house guests, or my sitters. Whatever.

I will describe them, as they come in the story, but suffice it to say that they come from the same tree, they were are and gorgeous people, inside and out. Also, they were as horny and liberal as could be. Maybe a bit too much, maybe a bit degenerate.

I came Friday from my last day of school, I just have finished 9th grade, there was going to be a party tonight. Hey we just have finished junior high, and in Mexico this is a big deal.

I had plenty of time, I had lunch that was served to me by the maid, and then went to my room. I was fifteen, I was horny. I sneaked into my father office and began rummaging through his things, found a couple of Hustler magazines and took them with me to my room. Pretty girls, good looking boys, nice action. But to be honest, from page one, what grabbed my attention were two things: one the way girls dressed, if you can call it that, with gorgeous, soft, skimpy lingerie, and the action when boy girl were together. I specially liked to think of what the girl was feeling in those pictures, how she made the male feel. Believe me, that day, I really did not think of me as gay.

No, but. I really would love to know how did it felt to be covered with those silky, caressing clothes. Those sexy, skin tight garments. Well, I had a real hard on. So, I think, why not give it a try. Mom has a lot of lingerie I can try, no one will know. If I soil it or get it dirty in any way, well, I can wash them in my bathroom in the morning and put them back, clean and dry in the afternoon. Good idea.

So, I went into my mom’s closet, rummaged through her lingerie for a minute, and came with a nice pair of pantyhose, and a lace bodysuit. Got back to my room in a rush, and stuck them under my pillow. Next thing in the agenda, get some liquor before the sex session. I went down stairs again to the bar. There were at least fifty bottles of wine and booze to choose from. Hey, I never drink, a glass of wine on a dinner sometimes, maybe a cocktail on a birthday or new year’s eve. The truth, I do not have a clue of what to take. So I go for the easy one. Got a bottle of rum, and two cokes from the fridge.

I went upstairs, got in my room and made me a rum and coke, drank half of it before doing anything else. I’m a little high now, and looking through the magazines I’m getting a lot hornier. I get naked, and looking at my reflection in the mirror get hornier. I really like my body. I have almost no hair, my armpits and pubis are just beginning to show signs of it, that is something I do not like. I get a razor, which my dad gave me for shaving my beard, and has not being used yet, and got rid of the few traces of unwanted body hair. I get in the shower, and get a long warm bath, followed by a nice rub of keri lotion, my body is smooth, soft. My dick is as big and hard as it gets in the mornings. I go back to my room, and slowly, deliberately slip into the pantyhose, taking my time feeling as the soft cloth hugs and caresses my legs, my butt, my crotch. Then I put on the body suit, it is a little small for me, the better, as it hugs my body, caressing my chest with little leftover for breasts, encasing me in soft, delicious lace. My reflection on the mirror is misleading, there it is a nice looking girl, with a huge bulge in the crotch. I wish I knew hot to use make-up. I know I would look terrific as a girl.

I walk around my room in front of the mirror. Every step is a caress, the pantyhose rubs my legs, my butt, my crotch. The bodysuit takes care of my torso and rides deep inside the crack between my butt. I try to get my dick in between my legs, make the bulge less noticeable, when I succeed I feel exhilarated at my image in the mirror, and with every step I take, it feels like a hundred little fingers are massaging my cock. I am dripping, my crotch is very, very wet.

I try to reach my cock from behind, I get a surprise, I can and at the same time, I can rub, caress my ass, and that feels, well, it feels fantastic. I drink a second rum and coke, and get kind of drunk. I love the feeling of myself in those clothes so much I do not want it to end. I have jerked off before, I know if I do it now, the feeling would be lost, at least for a while, I do not want that. I get in bed, drink a third rum and coke and frolic around the bed for a while, feeling the soft caress of the garments in my body, rubbing against the bed sheets. Before I know, I fall asleep.

 

I went to bed that night and relived the events of the evening over and over in my head.  It was like a dream.  I had actually passed myself off for Julie!  Every thing inside me told me I could but there is a lot of difference between thinking and doing and I had done it. The only one that knew was my sister. Everyone else, Mom, Dad, my little sisters, Karen and Holly and even Brian thought I was Julie!

 

The next morning it was hectic in the house. I put on latex gloves to hide the fingernail polish. Dad and Mom left early for work. My attention was consumed in getting Karen and Holly dressed and off to school. Julie came in the kitchen and hugged me telling me again how much she enjoyed last night. She then left for school.

 

When everyone had left the house I went upstairs and stripped off my clothes and showered, washing Brian’s dried cum out of my hair and off my body. After drying off I picked up the clothes Julie had left laid out on my bed. I laughed to myself at the thought that she laid out what clothes she wanted me to wear. I dressed and went into Julie’s room and sat down and blow-dried and styled my hair and began to put on my makeup. My conversation with Julie was running through my mind as I slowly and meticulously applied it.

 

 

 

I was angry with her. “ Why the hell did you call Brian? And why did you tell him you wanted to suck his cock really intending for me to give him the blowjob?” I demanded after the door to her room was closed.

 

“ Because it was going so well with Dad and Mom. You had them fooled and I began to see how you could help me out of another situation.” Julie said looking me straight in the eyes, “ Tomorrow Brian will have told everyone at school that I sucked his cock!”

 

“ Why the hell would you want him to tell everyone?” I blurted out.

 

“ Because I really didn’t want to do it! I think its sick and degrading to let a guy dominate me that way, on my knees before him. Besides I am more attracted to girls and now they will think I am straight because you gave Brian a blowjob. The guys were already starting to tease me about being a lesbian. Even the girls were starting to act funny around me even though I haven’t acted on my feelings, besides you should know what the girls go through, especially if you are going to take my place at school.”

 

I was probably as shocked at her confession as she probably was when she saw me dressed like her. I was speechless. Julie had told me that some were teasing her but I had no idea!

 

We both had secrets that we had kept from each other. My anger had faded.

 

“ Besides it looked like to me that you were enjoying him sucking on your nipples and it was so sexy watching you suck his cock.” Julie added.

 

“ What? How did you see what went on?”

 

“ Well when you left the house, I followed and stood behind a tree not ten feet from where you were in the park and with the full moon out, it was as if it was broad daylight. The moonlight lit your bodies up. Anyone who would have even driven down the street would have seen you two. It was so public, so hot!”

 

I didn’t know what to say so I turned and opened the door and went to my room, stripped off her clothes and climbed into bed not even caring about Brian’s cum all over me.

 

 

 

I completed my makeup, stood up and walked to the full-length mirror in the corner of the room, examining every angle making sure everything was in order. I had plans for the day and needed to put things in place.

 

I went about my daily chores, making all the beds, picking up Karen and Holly’s room, putting their dirty clothes in the hamper, vacuuming the carpet both upstairs and down. I scrubbed the bathrooms and mopped the floors in each. Then mopped the kitchen floor. Dad still hadn’t fixed the lawnmower yet so the lawn would have to wait till the Saturday.

 

By 11 o’clock I was done. Now I had the rest of the day to do whatever I wanted. Mom and Dad wouldn’t be home till after midnight tonight. They were going to attend a company dinner. Julie was going to be out late because of the football game and dance afterwards. My little sisters were going to Grandpa and Grandma’s after school and Mom and Dad would be picking them up on their way home tonight. So I had at least 12 to 13 hours to do whatever I wanted!

 

I picked up my purse and locked the door and headed for the mall walking past the park on the way. I stopped for a moment to watch some moms with their children playing in the spot where hours ago I was on my knees sucking Brian’s cock. I couldn’t help but smile as the scene flashed through my mind and thinking of Julie standing by the tree nearby.

 

He called me his bitch and last night I was just that. His bitch sucking his big cock. I wondered how things went for Julie at school and how her date with Brian would go tonight. I decided to go and sit and watch the kids play and so went to the very bench we were at and sat down. One of the moms came up and introduced herself to me.

 

“Hi I’m Samantha but my friends call me Sam.” She said as she sat down next to me.

 

“Hi I’m Julie.” I said back.

 

“If you don’t mind me asking how come you’re not in school?” she asked.

 

“I’m doing home schooling. I am just running some errands for my parents” I said casually.

 

“Oh ok. I didn’t mean to be nosy but it’s just unusual for a young girl to be here during the day. Although I have seen you walk by before.” She paused and looked over at her child playing on the swing. “You must live close by, I live right over in the blue house over there. Do you have brothers and sisters dear?”

 

“Yes.” I said, adding, “ Two younger sisters and a twin brother.”

 

“Are they home schooled as well?” She asked.

 

“No, just me.” I said.

 

“Hey could you baby-sit during the day sometime? Sometimes I am looking for someone to watch Michael while I run errands and if you think you would be interested can I call you? I’ll pay you good.”

 

“Let me think about it and talk it over with my parents. I know where you live and will let you know. Ok?”

 

“That would be great, thanks.”

 

“Well I have to go, it was nice meeting you Sam.” I said and getting up I walked down the street and turned heading for the mall.

 

When I reached the mall, I purchased my own makeup and fingernail polishes so that I wouldn’t have to use my sisters. Afterwards I went into one of the restraunts and sat down and ordered a salad.

 

When I finished it I then walked slowly home enjoying the warm sunny day with the breeze blowing my skirt. The air felt good on my bare legs. I stopped to rent a video from the adult section in the back room of the store. The guy at the video store reminded me that I needed to be 18 to rent the movies from the back but after giving him a flirtasous smile and leaning over the counter to show some cleavage smiled back at me said,

 

“ Its on the house. Just bring it back and let me know what you scenes you enjoyed.” He said smiling back at me.

 

“Ok.” I said blushing.

 

By the time I reached home it was about three o’clock and in a couple hours my friends would be out of school and would be stopping by to hang out. It was our regular ritual. Wayne, Bill and Mike and myself would usually smoke a few joints and sometimes Wayne would have a bottle of alcohol that he took from his dad’s bar in his den. We would put some music on in the garage and get really buzzed and doing tricks on our skateboards in the driveway or down the street.

 

I couldn’t count the number of times they talked about Julie and how she was really hot! When they would talk about her I could see the bulges in their pants grow. At times they even joked about getting hard thinking about her and then rub their cocks through their jeans to show their manhood and we would all laugh.

 

They were the geek type with their glasses and not so handsome looks and bad hairstyles. They hung out with the other geeks at school and I knew they weren’t very good with the girls but liked to talk big like most of us.

 

I had fantasized about seeing their cocks but being a guy I would never dare let it be known for fear of loosing my only friends besides I was struggling to understand my feelings.

 

After sucking Brian’s cock last night and everyone thinking I was Julie. I couldn’t stop thinking about their cocks and how it would be suck theirs.

 

Tonight it would be Julie entertaining Wayne and giving him a present he would never forget! I picked up the phone and called Bills cell phone and left a message for him not to come over tonight. That I was doing something with Wayne for his birthday and although I wish I could include them it wasn’t possible.

 

I then called Mikes cell phone and left the same message.

 

Tonight both our fantasies were going to come true.

 

I went to the kitchen and took out the refrigerator a large smoked sausage. Time to do some research. I went into the family room and put the video in and turned it on. It was all about different girls sucking cock and the guys eating their pussy’s.

 

I watched intently trying to learn the different techniques the girls used. I realized last night that I need to know more about how to suck a cock.

To give them the most pleasure I possible could.

 

I continued watching the movie over and over imagining myself sucking the cocks, imitating what they did while sucking on the sausage. With each scene I was beginning to get more excited about this evening.

 

I removed the videotape, put the sausage back in the fridge and went upstairs and hid it in my closet behind some clothes. Wayne would be over soon and I certainly didn’t want to forget the tape in the VCR. The last thing I needed was to have Mom or Dad or anyone for that matter turn on that movie.

 

I looked myself over in the mirror checking my makeup and outfit and reapplied my lipstick.

 

“Humm, perfect.” I thought out loud.

 

I heard the garage door open up and looked out the window. It was Wayne. He went in and then I heard the music coming out. I stood in the window watching for several minutes. I couldn’t believe how nervous I was. I was shaking.

 

I kept thinking about last night and how even Mom and Dad couldn’t tell Julie and I apart.

 

I went down stairs and went out the back door, down the sidewalk to the garage and looked in. Wayne was at the counter with his back to me mixing some drinks. Next to the bottle of vodka there were several joints.

 

Oh-Yeah this was going to be a good night. Everything I need was there to sooth my nerves.

 

Suddenly his cell phone rang.

 

“What’s up Bill?” I heard him say. “Yeah, I’m here now.”

Then there was silence as he listened. I sat down on the bench that was at the side of the driveway. I had a perfect view of Wayne.

 

“No way man!” Then silence on Wayne’s part again.

 

“Ok. Well be cool.”

 

“Yeah Kacy and I will just have to party without you.”                

 

“Yeah its cool. You guys are coming over to my house Sunday right? Remember it’s my birthday and I my folks said I could have some friends over for dinner and I thought we could all just hang out afterwards. I got a new video game, its really cool!”

 

“Great! Yeah man, it will be the four of us. Well hope it all works out. Talk to you later.” Concluding his conversation putting the phone down.

 

Everything was going according to plan.

 

I got up and walked into the garage “Hi Wayne. How’s things going?”

 

Wayne wheeled around as if to try to hide the stuff on the bench. “ Hi Julie!” he blurted out, his voice highlighting his nervousness.

 

“Hey, eh, Kacy isn’t going to be home tonight. He wanted me to tell you.” I said.

 

“Oh ok. I guess I’ll just head home then after I close up. Thanks Julie.”

 

I walked over to him and looked behind him at the drinks and pot, “What this? Do you mind if I hang out with you a bit? Maybe we could smoke one of these together. If you don’t mind that is?” I said reaching around and picking up a joint and putting it to my lips.

 

“Ah, well, Ah yeah, sure, that would be cool.” He said with a puzzled look on his face.

 

“Kacy told the other guys not to come over.” I said. The puzzled look remaining on his face.

 

I reached over and stuck my hand in his front pants pocket to get the lighter. I wrapped my fingers around it and felt movement in his crotch. I moved my fingers around more and looked him in the eyes as I felt his cock through the material.

 

“ Mind if I use your lighter?” I said slowly almost in a whisper.

 

Wayne was frozen stiff! Not sure what to do or say.

 

I pulled the lighter slowly out of his pocket rubbing my fingers along his cock and putting it in his hand.

 

“Will you light if for me?” I said not breaking eye contact with him.

 

“Oh, sure. I’m sorry!”  He said and raised the lighter and flicked it to life. I broke eye contact and put the tip of the joint in the flame and took a long drag on it and holding it in then handed it to him.

 

I then picked up one of the drinks on the counter and walked slowly and seductively outside to the bench where I was sitting before. I could feel Wayne’s eyes watching my every move. He followed carrying his drink and the joint. I sat down and crossed my legs. My short skirt riding high up my thigh revealing practically all of my legs.

 

Patting the space next to me I said, “Come on sit down, I won’t bite. It’s a really nice afternoon and I love sitting in the Sun.” Then putting the drink to my lips, took a deliberately long slow drink of the liquid in the glass. Wow it was mixed strong, practically all vodka with just enough orange juice to add color to it.

 

Wayne sat down and I could tell he was really nervous about being so close to me. It was kinda funny and that I had to laugh, He had no idea why I was laughed. Wayne and I had sat on this bench many times getting stoned and he was never nervous when I was his friend Kacy, just one of the guys!

 

He took another hit off the joint and reached out to hand it to me, his hands visibly shaking. I touched his hand pausing for a moment before taking the joint, licking my lips slowly, then I put it to my lips and took a deep drag and held my breath holding the smoke in my lungs.

 

I put my head back against the chimney behind the bench and looked up at the clouds floating bye in the late afternoon sky knowing that as I did, my breasts would be straining against my low cut blouse. I intentionally didn’t wear a bra today and even though I was looking up I could feel my nipples pushing on the fabric.

 

“Ummm” I said releasing the smoke slowly, “ Wow that’s some good pot. Is it laced with something?” Then rolling my head over towards Wayne catching him staring at my chest and legs.

 

He suddenly realized that I was looking at him and he jerked his gaze away, grabbed my glass and stood up not answering my question.

 

“Let me refill your drink.” He announced and scurried off to the garage. I watched him as he went to the counter and poured the liquid from the bottle into my glass. Funny he didn’t put anything else in it, just vodka. I took another drag on the joint and leaned my head back and waited for him to return.

 

“Here you go,” he said sitting down again. I leaned forward and released the smoke from my lungs and took the drink and put it down on the patio stone next to the bench.

 

I was really starting to catch a buzz between the strong drink and the weed. I took another deep hit and decided to get things moving. It was obvious he wasn’t going to make a move.

 

I leaned over and grabbed his head and pulled it down to me and planted my lips on his kissing him softly. When he started kissing me back I began to blow the smoke into his lungs. I let go of his head breaking off the kiss leaning back on the bench.

 

He then blew the smoke out and looked at me with a real puzzled look on his face.

 

“What?” I asked.

 

“I just don’t get it. You’re the most beautiful girl in school, a cheerleader on top of it and you have never, ever, come down to hang out with us before. In fact at school you don’t even know I exist. And now here you are getting stoned and you just kissed me? What’s the deal here? Are you setting me up for some kind of joke or something? And why did Kacy tell the others not to come over?” Wayne stammered out with his voice breaking.

 

“Look, Kacy told me its your birthday Sunday and he wanted me to give you a his present but not with everyone around.” I said staring him in the eyes.

 

“W h a t ‘s the present?” he asked looking away.

 

“Well, Kacy wants me to suck your cock” I said as I put my hand on his upper thigh. His cock was definitely growing.

 

“What?” he managed to get out not believing what he had just heard.

 

I got up and dropped the cushion I had been sitting on down on the patio stones in front of him and kneeled down. “Well he told me how you guys talk about me and this is his gift to you so just enjoy it. Eh, the thing is, you can’t tell anyone. Do you understand that?”

 

I took another drag on the joint and handed it to him. I then reached up and unbuckled his belt. Unbuttoning his pants and slowly unzipping his pants as I blew out the smoke from my lungs letting my fingers trace his cock.

 

I grabbed his pants at the waist and looked up into his eyes and said, “ I need a little help here!”

 

With out a word he raised his body off the seat and allowed me to pull his pants down. His cock springing straight up. It was larger than I had imagined. Then bent untying his shoes pulling each one off, then the socks followed by his pants all the while I didn’t take my eyes off his seven or eight inch cock.

 

When he was naked from the waist down I stood up and unbuttoned my blouse swaying to the music and dropped it on top of his pants. “Do you mind if I get comfortable?”

 

My breasts being exposed to the late afternoon air and his eyes, made my nipples stick straight out from the mounds of my breasts. I knelt down between his legs and picked up my drink, standing up slowly allowing my chest to brush against his cock and balls and inner thighs. Picking up his hand I placed them on my breast. He squeezed it really hard just as I took a drink from my glass. I swallowed hard.

 

“ Ouch! Hey easy there big boy. Gentle is better!”  And then took another drink of the really strong drink. This time he gently squeezed my breasts and I leaned forward and put one of my nipples to his lips. I could feel his cock and balls up against my legs so I moved them back and forth.

 

“Ummm , Yes that’s the way, you big stud. Ummmm that feel so good.” I said as he sucked gently on my nipple. This is the second time a guy had sucked on my nipples and I was still amazed at how sensitive they were.

 

“Umm now lightly use your teeth to nibble on it, oh yeah that’s the way!” I moaned as he lightly took it between his teeth.

 

After about five wonderful minutes I backed away from him pulling my nipple out missing his mouth on them instantly.

 

“Awwwwwwe.” I said pouting, the disappointment being obvious in my voice.

 

I handed him my empty glass and then reached up and cupped each of my own breasts and pinching my own nipples played with them rubbing his saliva around in front of him. His eyes taking in every move I made. I moved seductively to the music that drifted out of the garage and then leaned forward kissing him.

 

Kneeling down before him, I placed his manhood against my naked chest reached up and unbuttoned his shirt allowing my hands to fondle his chest. I bent down and nibbled on his nipples and then pinching them, rolling them between my thumbs and finger making then hard.

 

“UMMMM,” Wayne sighed.

 

Turning my focus to his cock I lightly dragged my red painted fingernails down his chest and stomach to his cock grabbing his hard cock rubbing it over the soft flesh of my breasts and hard nipples.

 

“Oh god Julie, that feels sooooo good!”

 

I moaned with pleasure feeling his soft, hard  flesh as I played with my nipples. “Ohhhhh yeah.” I whipped my head back throwing my hair behind me and licking my lips slowly, “Ohhhhhhh.” I whispered softly leaning my head back.

 

Setting back on my heals, I used my fingernails to lightly trace the line on the underside of his cock until they reached the sack holding his swollen balls.

 

“Awe Yeah. God I can’t believe this is happening.” The words escaping from his lips.

 

I leaned forward and put my bright red lips on the tip of his manhood planting a soft kiss then opening my mouth slightly I stuck my tongue out and licked the hole at the end.

 

“Goddd Yesssss.” His word trailed off to a soft hiss.

 

His cock leaped I could taste the flavor of his sweet pre-cum leak out. Grasping the base of his cock with one hand I pulled down on it stretching the skintighter making the head swell more. With my tongue I licked all around the ridge at the base of the head. With the other hand I cupped his balls gently massaging them.

 

“OHHHH that feels so good!” he moaned almost in a whisper.

 

I looked up at his face. His head was back and eyes were closed. Wayne’s hands were gripping the bench to steady himself.

 

I licked down the same path my fingernails had traveled only a moment ago and holding his balls up to my mouth licking each one, then sucking them one at a time into my mouth using my tongue moving them around in my mouth then pulling them out while still sucking until they reached their limit and plopped down. I then traveled back up to the tip licking as if licking an ice cream cone.

 

“Ummmm, Oh God Julie your red lips are sooooo hot on my cock.”

 

I looked up into his eyes as he stared back down at me. His eyes were glassed over from the pot, booze and pleasure. I let saliva drip from my mouth onto his cock and rubbing it in pumping up and down slowly on the shaft.

 

I brought my mouth back to the head and this time I took it into my mouth until my teeth were just over the ridge and lightly bit down, sucking deeply on it while I moved my tongue back and forth on the underneath side.

 

His breathing was getting heavy as he tried to speak. “Yeah that’s it, please suck on it.”

 

I released my teeth and pulled it back out of my mouth and then sucked it deeper. I repeated the motion fucking his hard pole with my mouth each time moving my lips farther down until his cock hit the back of my mouth.

 

“UMMM, UMMMM” I moaned through my nose as I worked his pole with my tongue and mouth.

 

“Oh god, don’t stop!  Please.” He pleaded.

 

Wayne stretched his legs out straight and tensed up from the sensations my mouth was giving him. I lowered my head farther allowing his cock to push into my throat. I continued to fuck my mouth and throat.

 

“Holy Shit that feels sooooo good.” He moaned.

 

At last my nose was pressed into his pubic hair giving me a whiff of his sweaty body odor and my chin against his balls.  I held him deep in my throat for a moment enjoying his masculine smell and then as I pulled my mouth back up sucking until he came all the way out of my mouth making a slurping sound.  

 

“Ummm stud, you have a fucking huge cock. I just want to eat it up.” I whispered talking dirty in a seductive voice as I moved my fingernails down his inner thighs and legs.

 

“Oh god do!” he responded.

 

I grabbed it again and felt his butt cheeks tighten his cock swelling up even more as I licked around the crown of the head. I knew he was going to cum soon. I pumped up and down on his dick.

 

“OH GOD I AM GOING TO CUM! OH SHIT I DON’T WANT IT TO END!” Wayne moaned.

 

I sucked the head back in my mouth and continued to jack him off. I released his cock out of my hand and reached up to his bare chest with both hands bracing myself, digging my fingernails in. I could feel the flesh give way under my nails.

 

“ OUCH! OH SHIT I AM GOING TO SHOOT MY LOAD!” he practically shouted.

 

I kept my nails dug in his chest. I had him on the edge and now I was going to take him over the top.

 

I sucked more moving my head in circular motions around his cock.

 

“HOLY SHIT HERE IT COMES! OHHHHHHHH GOD! YESSSSSS! GOD YESSSS! YOUR MOUTH IS SO FUCKING HOT” Wayne shouted in deep heavy breaths.

 

 I dragged my nails down his chest making him erupt sending his hot musky juices into my mouth.

 

Screaming out “OWWWWWWWWW, OHHHHHHHHHHHHHH SHIIIIIIIIIT!

 

I swallowed, and then I released his cock from my mouth only to grab it with my hand. I pumped his shaft up and down until it stopped. His cum dripping down my face, nose and chin I swallowed the cum in my mouth then began licking the tip of his cock enjoying my friends man juice.

 

I looked up into his sweat-drenched face. His eyes were closed as if he had passed out. His chest was heaving up and down as he tried to catch his breath. Ten red scratches ran down his chest to his stomach from my fingernails.

 

I sucked his cock in one more time sucking off any cum that remained. Then pulling my mouth off his cock as it began to shrink. Standing up wiping the cum off my face with my fingers watching his face. He opened his eyes and I began rubbing his cum all over my breasts, playing with my nipples. Pinching my nipples one last time. I bent down and picked up my blouse.

 

“Kacy says Happy birthday!” I said in a soft voice as he sat there naked from the waist down and bare chest exposed.

 

“Julie, that was the most incredible present anyone could have ever given me. Thank you!”

 

“Don’t thank me. I did it for my brother. Goodnight.” I said then staggered topless to the house leaving him to get dressed and pick things up.

 

Once in the house I went to my room and gazed in the mirror. I had cum smeared all over my face and chest. I could feel it pulling on my skin as it was drying up. I laid back on my back on my bed and closed my eyes. The room was spinning and so was my feelings. Tears flowed out of my eyes out of happiness. 

 

After a few minutes I opened my eyes and dried my tears with the back of my hands and looked at the clock. Nine o’clock it read, so I finished undressing and put my robe on and stumbled downstairs to get something to eat. I was so hungry. I heated up some left overs from the night before and sat down and ate.

 

Grabbing a bag of chips I went back upstairs and laid back on my bed. The whole room was spinning out of control. All I could think about was how I pleased my best friend Wayne.

Removing my robe I crawled under the covers, closed my eyes and soon faded away.

“What did you think?” Amy asked.

 

“Well, let’s see…” I started to answer, “You gave me the best blowjob I’ve ever gotten, sucking your dick was about the best thing ever, and sharing your cum with you was incredible…all in all, I’d say it went well.” Amy smiled and walked over to sit with me on the couch. We sat quietly drinking our Gatorade for a few seconds until I decided to say something, “Ames, when you came, I swallowed probably a third of it, quite a bit dripped from my mouth, then a lot spilled on your boobs, and there was still so much…do you always cum that much?”

 

“Not always, but most of the time it’s pretty close to that. You did a really good job sucking me off though, that definitely helped. I didn’t think there would be that much ‘cause I jacked off before you picked me up tonight. I’ve had to do that a lot lately…I’ve been really excited about tonight.”

 

“Do you always swallow your own cum? ‘Cause, if you do, I gotta say, I’m impressed. You must really like it.” Amy just smiled as some blush showed on her cheeks.

 

“What about you? Did you like it?”

 

I thought for a second and responded, “Well, it wasn’t bad. I mean, it didn’t taste great, but it felt great. Feeling your warm cum going down my throat was awesome.” Just then sounds started coming down from upstairs. It surprised me at first, until I remembered that Karissa and Brian had hurried to her room when they got there. I could hear Karissa moaning. “They must be having fun.”

 

Amy had started laughing mildly when Karissa’s whimpers of pleasure reached the living room. “She does enjoy getting pounded. I’ve never known anybody who likes it as hard as she does.” This brought a thought to my mind.

 

“So, she doesn’t have, I mean, she isn’t like you?” I asked.

 

“No, she’s a normal girl. And she’s got a really small, tight pussy.”

 

After a short pause, I asked, “So do you two ever…?”

 

“Not as much as we would like,” Amy answered before I finished asking, “We do it probably once a week. Our mom is home a lot. When we used to share a room we would do it almost every day, but when Nathan left for college and I took his room that kinda stopped. Now I sleep downstairs, and it’s just too hard for either of us to sneak into the other’s room without waking up our parents. Whenever mom and dad go out we can really go at it, but other than that we have to just fool around a little bit here and there during the day. Karissa loves anal though, I usually butt-fuck her when our parents are out. That butt-plug you’re holding is hers.”

 

I had been looking through the paper bag that Amy had thrown me earlier. “Wow,” I said, “This has actually been in her ass? All the times I fantasized about her ass, and now I’m holding her butt-plug.”

 

Amy suppressed a small giggle and said, “Yeah, I bought it for her for her birthday last year. We both use it, but I only can when she isn’t, which isn’t as often as I’d like, she loves that thing,” Amy laughed a little bit as she said this. “When she gets home from track practice, she usually puts it in and keeps it there till dinner. Sometimes she even sleeps with it in!” I was amazed at this, I had no idea anybody could like having something in their ass that much. Just then Karissa let out a loud moan followed by several repetitions of “oh my God.” I knew she was cumming. I drifted off into a daydream about her. Karissa was the cutest sophomore at our school, she had blonde hair that went just past her shoulders, brown eyes, a really white smile (just like her sister), and since she ran track, her body was pretty thin. Her legs were muscular, and her ass firm. She had small boobs, I’m not sure what size, but I’d venture a guess that they were mid-A cups. Karissa always wore tight jeans and colorful, loose tops, which was a good wardrobe choice since it accentuated her great lower body and made her small breasts appear larger. She had started at the high school her freshman year because she wanted to get the “high school experience”. That year, when I was a sophomore, she was a football cheerleader, she distracted me every game, which I didn’t mind too much since I hardly ever played anyway.

 

As I was thinking about Karissa’s body and imagining what she would look like under her clothes Amy spoke up, “You know, I’m sure that if I was given a few minutes I could convince Karissa to join us.” Just as I was about to tell her how much I would love that, Brian let out a loud groan, he had obviously climaxed as well. “Okay, if you want her to, you’ll have to give me some time to talk to her. She never lets guys stay for very long after they finish, so you go and take a shower in my bathroom, and I’ll go upstairs and talk to her and make sure Brian leaves. Make sure you’re in there for at least 20 minutes ‘kay?” I was going to say ‘alright’ but before I could she hopped up and headed toward the staircase. Amy looked back and said, “Hurry up,” then quickly went upstairs. As she went I watched her tits and cock bounce. When she was out of sight I leapt to my feet and hurried to her shower.

 

As I was showering I made sure to clean my dick and ensured that my sphincter was clean. Tonight I could have Karissa’s butt-plug or even Amy’s dick in it, and I wanted to be ready. I periodically poked my head out from behind the shower curtain to glance at the clock. After 20 minutes had passed I got out and dried off quickly. I put the towel around my waist and stepped from the bathroom. I walked through Amy’s room and into the living room. I expected to see Amy and Karissa fucking on the floor, but to my surprise, I saw only Amy, sitting alone on the couch watching TV. I looked out the window and saw Brian’s car was still there. “Oh well,” I thought to myself, “Hell, I got Amy, I guess wanting Karissa too was selfish. I can still fuck Ames, and maybe she will fuck me too…” I had desperately wanted to fuck Karissa though. I sat behind her in U.S. History, and I fantasized about her almost daily. I had had a crush on her for years after I met her. From 7^th to 10^th grade she was all I thought about, but I had never been able to get close to her. “And here, tonight,” I thought to myself, “I was foolish enough to think I might get to fuck her…”

 

I walked up behind the couch where Amy sat, naked. I stood behind her and looked down at her body. Her boobs showed remnants of where her cum had landed, and where I had licked it off. Her nipples were perky, and her dick was semi hard. Just as I was about to tell her that not getting Karissa to join was alright and that all I needed was her, I heard somebody in the kitchen. I looked to my left and stopped in my tracks. Karissa walked into the living room completely nude with a bottle of water in each hand. Her breasts may have been small, but they were round and perky. The nipples were small and pink. Her stomach was firm and she was tan all over. When my eyes finally came to rest on her pussy, my mouth dropped open. It was shaved clean except for a small rectangle of very light brown hair on her crotch above the pussy. Karissa walked over to the couch, handed Amy a bottle of water, then turned to me and asked if I wanted one. “Sure,” I said. She turned to go back to the kitchen and when I looked to watch her ass as she walked I saw the square base of her purple butt-plug sticking out. My eyes widened at this as Amy reached over the back of the couch and wrapped her fingers around my now hard cock.

 

“I thought you’d like her. Wait till you’re in her pussy…it’s amazing,” Amy said as she looked into my eyes. I went around the couch and sat next to Amy. I laid my hand across her lap and started squeezing her cock. “I think you should put this on,” Amy said as she held up a condom, “I don’t know how long Karissa is gonna wanna wait.” Amy then opened the condom package and started rolling it down my dick.

 

“What about Brian? Is he in the kitchen?” I asked.

 

Amy smiled and replied, “No, he was pretty drunk so Karissa called Kyle to come get him. You have us all to yourself.”

 

Karissa walked in with another bottle of water and handed it to me. She stood in front of the couch between where Amy and I were sitting and said, “Well, well, well…” she bent down, grabbed my cock head with her thumb and forefinger, and went on, “A bit presumptuous, don’tcha think?” I smiled nervously and looked to Amy, who just smiled wickedly at me. Karissa continued, “I’m gonna jump in the upstairs shower for a few minutes, you two have fun.” She turned around and bent over slightly and asked in a really seductive voice, “Matt, will you get that for me?” I reached out, grabbed the base of the purple butt-plug, and started pulling it out. However, Karissa tightened her rectal muscles, and as I started pulling harder she opened her mouth and moaned slightly. When it finally popped out she let a sexy whimper leave her mouth. Karissa stood back up and as she started walking up the stairs she looked back and said, “It’s a good thing you got it out, you’ll need it more than I will.” She then winked at Amy and disappeared down the hallway.

 

It was then that I felt Amy pulling the butt-plug away from me. I looked over in time to see her start rubbing KY Warming Liquid on it. “Roll on your side,” Amy whispered sweetly with a smirk on her face. I hesitated and she continued to say matter-of-factly, “Well come on, your ass isn’t going to loosen itself up.” I leaned to my right, away from Amy and when I was on my side, I felt her fingers massaging my ass with the KY. When she removed them at first I was disappointed, but when I felt the butt-plug start to poke into me, I was nervous. I was just about to ask Amy to wait when she pushed it in seemingly as hard as she could. I groaned in pain as it stretched me. She started pulling it out and then rammed it back in, she did this again, and again, fucking me with it. After probably 30 seconds she forced it in and left it there, telling me to sit up. I did and as I did I could feel my weight pushing it in farther. I closed my eyes and Amy’s hand began rubbing my dick. I looked down and she was lubing it up with the KY. She then stood up, and still facing away from me, maneuvered herself over me. She lowered her body until she was almost on my lap. Amy reached down and adjusted my dick so that it was at the entrance of her amazing ass. Then she lowered herself onto it slowly, but before all of it was in she rose back up just as slow as she had come down. After repeating this several times, Amy suddenly slammed her ass down into my lap and my cock was thrust into her. She rapidly began riding me. Every time Amy’s ass hit my lap it forced me lower which, in turn, forced the butt-plug farther into my ass. Both sides felt great, and I knew that it was just a matter of time before I blew my load. I reached my hand around and grabbed Amy’s rapidly bouncing 8 inch cock and started pumping her as quickly as I could, although as fast as she was moving it was difficult to maintain a normal “jacking” motion. “Aww yeah…jack me off…” Amy commanded, “And tell me before you start to cum…”

 

After a couple minutes of Amy slamming her ass down, (virtually impaling herself on my dick), having the butt-plug driven into my ass, and feeling Amy’s nice big dick in my hand I knew I was going to cream in the condom so I let the words escape, “Ames, I’m gonna shoot…” As soon as I said this Amy leapt from my lap.

 

I expected her to drop to her knees and begin sucking for her life, but she just turned around and said, “Not yet…has our purple friend got you ready?” I felt a little cheated, but I didn’t want to upset the girl who was making my dreams come true so I simply nodded. “Good, it’s my turn then…get on all fours on the floor.” I did as she said and not a second later she was on her knees behind me. Amy pulled the butt-plug from my ass and rammed it into her own as she whined with what sounded like pleasure mixed with relief. She wasted no more time as she reached back and pulled a condom from the paper bag. Immediately, the extra-large rubber was opened and on her sweet meat. Amy started rubbing her cock-head against my anus, and after a while I just wanted it inside me. Finally Amy took hold of my hips and forced her big member in my body. There was no slow stuff like when she first started riding me, I was being straight up fucked in the ass by the hottest girl in school…and I was loving it.

 

Karissa came slowly down the stairs and walked up to where I was getting hammered. “I think I’ll just lay down here.” She laid on the floor with her pussy right under my face, looked at me, and said “Do it, you know you want to.” Did I  ever! I dove forward licking and sucking everything I could get to. I buried my tongue deep in her pussy and licked like there was no tomorrow. I pulled my head away and took her left pussy lip in my mouth and sucked on it desperately. I then moved to the right and did the same. After I had had enough of her delicious lips, I pulled my head back, looked her straight in the eyes, and looked at her as if I was asking permission. “Yes, do it! Suck my clit!” she begged me. Who was I to deny such a sweet and innocent girl such a simple wish. I popped the small pink bud in between my lips and started sucking on it like a pacifier. “Fuck him Amy…pound him good…” Karissa moaned roughly.

 

Amy’s cock was sliding in and out of my ass and I was going wild on Karissa’s pussy. My dick was throbbing, so I took my left arm, keeping my right steady for balance, and started jacking myself off. Karissa was moaning desperately now, I knew she was getting close so I kicked my mouth into overdrive. Licking up and down her pussy frequently stopping to suck on her clit. The pussy in my mouth started convulsing and Karissa’s juices started flowing freely. I kept sucking her clit until she cried out, “Oh God…stop, stop, stop…I can’t take it anymore…” as she pushed my head away from her sweet spot. She laid their spent for a couple minutes as Amy fucked me relentlessly. Karissa slowly rolled over and crawled up to me face-to-face and grabbed my hair. She then pulled my head closer to her and started kissing me deeply. Karissa’s tongue darted around my mouth as she kissed me and Amy’s cock slid smoothly as she fucked my ass.

 

All of a sudden Amy pulled her dick out of my ass, stood up, and walked over to where I was kissing her sister. Karissa rolled the condom off her sister’s cock and grabbed its base. Amy said, “Deep throat it.” Karissa wasted no time, she plunged her head forward; instantly the 8 inch cock disappeared. My jaw dropped in amazement as she pulled her head back and thrust it forward once more. As Karissa deep throated the cock in front of her I leaned in and began licking Amy’s balls. As I was taking one at a time into my mouth and gently sucking on it Karissa was working her sister’s member like an expert.

 

Karissa pulled her head back to catch her breath and Amy’s dick bounced freely. I took this opportunity to slide the nice warm rod into my own mouth, and began sucking with vigor. I looked up to see Amy starring at me smiling. I pulled my head back so just Amy’s cock-head was in my mouth. I sucked on it hard before popping it out of my mouth, then sucking it back in. I repeated this several times and Amy’s smile widened as she started giggling. “You actually enjoy sucking me don’t you? I didn’t think any guy would ever wanna give me head,” she said laughingly.

 

I popped Amy’s cock-head out of my mouth once more and replied, “Well, what can I say? I just can’t control myself, you’ve got one delicious cock here Ames. I’ve been into shemale porn for a while, and I’ve imagined sucking a girls dick before…but I never thought it would be this fun.”

 

“I am so glad I found you…” Amy said, “You know, Jaymes only sucked my dick once, and I had to get him really drunk. He never let me fuck him either.”

 

I was a little surprised at this. Jaymes had been Amy’s boyfriend before he gone away to college that fall. I asked, “How did you get off then? I mean, if he never sucked you, and didn’t let you fuck him, did you guys have sex very much?”

 

“Well,” as Amy began speaking I felt breath on my cock and realized Karissa had gotten bored with the conversation and decided to busy herself. I felt Karissa bring my dick into her warm mouth as Amy continued. “We did fool around a lot, usually he would have me suck his dick for a while, then he fucked my ass until he was almost ready to cum, then I would finish him. Sometimes after he came, he would give me a handjob, but most of the time he would kiss me or play with my boobs while I jacked off. He always made sure he got off first though. Except for once, he had me jack off and cum in a glass. Then while he was fucking me he poured my cum all over my boobs and had me give myself a cum-covered tit massage.” She paused and then addressed her sister, “Karissa, when he cums don’t swallow all of it, save me some.” She responded with a muffled “mmm-hmm” before Amy went on, “Anyway, enough about him…I’m just happy I found a guy who not only sucks me off, but swallows my cum!”

 

Amy continued to giggle as I tossed my head back and enjoyed the sensation of my cock in Karissa’s mouth. “She’s good isn’t she?” I opened my mouth to answer Amy’s question but before I could she continued, “Wait Karissa, I’ve gotta better idea. You’ve got to let him fuck you…her pussy is so tight, it’s unbelievable.” Karissa let my dick slip from her mouth and rose to her feet. She walked over to the couch and laid down with her legs spread. I hurried over and got between those muscular tan legs, reached down, grabbed her ass, and lifted her pelvis up off the couch cushion, level with my cock. Amy was standing beside the couch and spread Karissa's pussy lips for me. I pressed the head of my member up against Karissa's opening, it was so wet and so hot I almost felt like I could blow my load then. I pushed forward with my pelvis and I began entering her. Amy was right, I had never felt a pussy so tight before. I pushed until I was about 1/3 of the way in, then I withdrew a bit and pushed back in, deeper this time. I continued like this until my cock was inserted to the hilt every time I went in. At this point I began thrusting harder and faster. As I increased my speed and force Karissa started to get more into it. “Pound her, just pound the slut. I want you to fuck my little sister harder,” Amy had long since removed her hands from Karissa’s pussy and was providing verbal encouragement.

 

Amy stepped up onto the couch with a leg on either side of her sister facing me. She inched closer to me, her cock bobbing in front of me was too enticing to pass up. I stretched my neck out so my extended tongue could reach her wonderful dick. I licked Amy’s cock-head while I fucked Karissa. Amy moved closer, I was then able to start sucking her properly. I closed my eyes and enjoyed the sensational feelings I was experiencing as my cock slid in and out of Karissa’s pussy and her sister fucked my face. I felt Amy’s cock as it filled my mouth and pushed down my throat when she would thrust forward. After several minutes, Karissa started breathing harder and moaning as her orgasm built. When she finally came she was almost screaming. The friction of the blonde’s pussy combined with her brunette sister’s cock was like heaven, but when Karissa’s pussy started to spasm I wished it would never end. The pleasure was too much though, and I felt myself getting ready to cum. I attempted to pull my head away from Amy’s cock to tell them I was close, but Amy had her hands on the back of my head and refused to let her dick leave my mouth.

 

Luckily for me, Karissa had become over sensitive after cumming and panted, “Amy…let him go…I can’t take any…more of this…” Amy released my head and withdrew her penis from my mouth. I slid my cock out of the tight pussy that I had been so enjoying and told them I was about to cum. Karissa immediately whirled around and engulfed my dick, trying to suck the cum right out. It didn’t take very long. I shot 2 or 3 shots in her mouth before she pulled it out and positioned it so that the next 3 or 4 shots landed on her face. She sucked the rest from my member and gathered all that she had collected in her mouth and gathered it on her tongue, which she stuck out for Amy and I to see. She drew her tongue back inside her mouth and swallowed. Amy sat beside Karissa on the couch and began licking and slurping the rest of my cum of her sister’s face.

 

I just sat and watched as the two sisters shared my cum and kissed. I was spent, and I knew I couldn’t go much longer. But Karissa and I had came twice, and Amy only had once, I knew that my work was not done. I turned my head from the beautiful sight before me to check the time, it was now 3:45 am. I was looking forward to the rest of the day.

I followed her home and watched her over the next couple weeks, learning what her habits were, where she lived, what her name was, hell I probably knew more about her than I did myself. Diane was only 20 years older than myself, she always dressed like a slut and always shot down any man that hit on her. Thats okay she'll get whats coming to her and more.

Here she comes now, what this she bought a new outfit, I wonder how slutty this one looks?

She started to walk past my van when I jumped out and grabbed her I threw her in to the van and closed the door, she started screaming and tried open the door. I laughed because i had the child locks on. I jumped in and drove out to my cottage.

I dragged her into the house and down to the dungeon where she would be staying. I threw her bag in after her.

"Get changed slut. Your going to be my slave like it or not. I'm going to get something to eat"

With that said I left and locked the door behind me. I grabbed a bite to eat and had a shower.

Upon my return I found her dressed in a red mini skirt that just barely covered her ass, A black tube top that barely held her 34 C chest, and a nice pair of red fuck me pumps.

"Come here slave and let me get a better look at you."

"Forget it dead beat i'm leaving and you can't stop me"

"First off slave there is no way you can leave. Second YOU WILL CALL ME MASTER, DO YOU UNDERSTAND ME SLAVE?"

she looked shocked that I yelled at her.

"I'M NOT CALLING YOU MASTER" She yelled back after a few moments.

With that I walked over and slapped her so hard that she fell to the floor. She layed there holding her face and crying.

"Now if you don't want me to hit you again then get up and stop your fucking crying slave."

She stood up "I'm not your slave you fucking bastard"

I smacked her face again, this time she was more prepared for it and didn't fall.

"Now appoligize slave"

"I'm not appoligizing to you asshole"

I grabbed her and put her over my knee. I layed ten good smacks on her ass. She was really crying now.

"Please stop. It hurts too much"

"Are you going to call me Master and do as I say?"

"Yes, I will call you Master and do as you say. Just don't hit me anymore"

"Well then, lets see how willing you are. On your knees slave"

She stared at me for a moment before dropping to her knees.

"Now pull out and my cock and suck it slave"

She slowly undid my pants and pulled out my now quite hard cock and started licking the head of my cock while slowly moving her small hand up and down my cock. She then took the whole length in her mouth, I started to moan.

I suddenly felt a lot of pain in coming from my sack. I looked down and saw that she had taken her mouth off my cock and grabbed my sack and started pulling it hard. I had almost passed out from the pain.

"I may be a slut but it looks like your going to be my slave."

I was shocked by the turn of events "okay you can leave just let go of my balls." I groaned.

She stood up and pulled off her skirt. revealing a cock that was bicker than mine.

"What the fuck?"

"You picked the right girl to try to rape, no start sucking bitch"

I just sat there staring, she then grabbed my head and moved it towards her. I opened my mouth and reluctently took it in. I could only fit about half of it in without gagging, although it was not enough for her, she forced my lips to the base. I started to gag and she let go i moved my head back and she slammed it forwards again. This time i didn't gag as soon. She kept slamming her cock into my mouth hard.

"Do you have any lube slave?" she asked me.

"Lube? no. What would I need lube for?"

"Sucks to be you" she said. She then pulled me up and spun me around. she took her cock and placed it against my anus.

"The spit you left on my cock will help, not by much though."

I ground as i felt her pushing against my anus. I didn't think it would enter.

I turned to laugh at her when she spit into her hand and rubbed my anus with it. She then tried again, this time my anus started to give way. It felt like she was trying to shove a house in there. She kept forcing her way in my virgin hole and held it there when she got to the base. By this point i was on the verge of crying.

"Oh come on now I can tell you like it, look how hard you cock is."

She started to pump my ass hard. I actually started to enjoy it and started pushing back against her.

"See I knew you liked that bitch"

With a popping sound she pulled out of my ass and told me to lie on my back. I did as i was told and she lifted my legs above her shoulders and slid her cock back into my ass. She was really pumping my ass. I reached around and started to finger her ass. She quickened her pace and shortened her breath.

I dreaded what was going to happen, but I couldn't do anything. She had me pinned. With a loud groan she shot her load deep in my ass. I could feel it burning in my ass, but i couldn't stop myself I came all over her stomach.

"Too bad you came. I would have let you have a go but it will just have to wait until later my slave"

With a grin she got up and left for the shower.

To Be Continued.....?

 

            A woman came into the store a little after lunch time. She was wearing a halter top with a short skirt, stockings and heels.  Adam went over to her and asked if he could show her anything. She said she needed a new pair of shoes for a party she was going to attend this coming Saturday. She wanted to see shoes with a four inch heel in Silver size 11M. Adam went to the back and came back with four pairs of shoes. He decided to take a peek up the woman’s skirt while he was fitting her with the fourth pair of shoes. He noticed that she was wearing thigh high stockings, but she wasn’t wearing any panties. She caught him looking up her skirt. She just lightly tapped him on his head and asked him if he liked what he saw. Adam just simply nodded in the affirmative with a sly grin on his face. She said, “I’m Nyssa and I’ll come back at closing to give you a full view.” She left after purchasing one pair of shoes. Adam returned the other pairs to the back wondering if Nyssa would indeed come back.

 

            The rest of the day was like the beginning. All the women came in dressed in slacks. Adam kept wondering if Nyssa would come back.

 

            It was closing time. Adam had closed out the register and put the money in the safe. He then let his night clerk out the door. He locked the door and then did is final check. He heard a slight tap at the door. It was Nyssa with a small tote bag. She came back as promised. He let her inside. She asked if there was somewhere in the store that would be private. He nodded in the affirmative, and led her to the office in the back after relocking the door.

 

            As soon as they entered the office, Nyssa spun Adam around and gave him a passionate kiss, and then whispered in his ear, “We are going to have some fun.” Nyssa leaned against the desk and removed her halter top exposing her medium sized breasts while Adam was getting over the initial shock. She said, “Suck my nipples.” Adam attacked her nipples like a hungry infant. She said, “Gently baby gently.” He slowed down. He then started swirling his tongue around her nipples. “Oh baby that’s good, “she moaned. She then reached under her skirt and started playing with herself.

 

            “Ok baby stop sucking my nipples. I want you to get undressed for me, “she said after she stopped playing with her self. Adam did as he was told. Nyssa noticed that Adam’s cock was a little hard. She grabbed it and started gently stroking it. Adam started to moan with pleasure. She kept up the gentle motion until she felt a little leakage. She stopped and said, “I don’t want you to cum just yet. Sit on the desk while I put on a little show for you.” She started to dance and started to strip out of her skirt.

 

            Nyssa slowly inched her skirt downward. Adam’s eyes followed her every movement. Eventually, her skirt was low enough to reveal a slightly erect cock. “I told you that I was going to give you a full view,” she said in a low sexy voice. Nyssa continued dancing until she was completely out of her skirt. She then stroked her cock until it became half erect. Adam’s eyes were fixed on her cock. She guided his head to look into his eyes and said, “now the real fun is about to begin.”

 

            Nyssa reached into her tote back and brought out a rubber glove and a container of lube. “I need your asshole well lubed for what have I mind. Be a good boy and turn around and lean on the desk for me,” she told Adam. She put on the glove while he was turning around. She lubed up the middle finger of the glove. She slowly penetrated his asshole with her finger. He moaned while her finger went deeper inside. Nyssa started moving her finger back and forth once it was in all the way. She even twirled it around a few times. She kept this up for a few minutes. Both of their cocks grew harder.

 

            Nyssa said, “I think you are ready for the next stage” as she removed her finger, and then the glove. She reached into her bag and removed a seven inch dildo. She lubed up the dildo and she stroked it to get it coated with the lube. She inserted it into Adam’s asshole and he moaned again in pleasure. Nyssa pushed the dildo in as far as Adam could take it. She used the same technique as she did with her finger. She started slowly and gradually went to a faster pace. Adam continued to moan in pleasure as the dildo kept going in and out of his ass. Nyssa kept shoving the dildo in and out of his ass until she had a complete hard on.

 

Nyssa said, “I think you are ready for the final stage” as she removed the dildo. She reached into her bag for a condom. “I like to be safe,” she said while putting on the condom. She inserted her dick into Adam’s asshole. He let out his loudest moan. She pushed it in as far as Adam could take it. He continued to moan. Nyssa started thrusting her cock slowly at first. Adam started moaning louder still when Nyssa quickened her thrust. Nyssa continued her thrust at a faster pace and then Adam cried out, “My cock feels like its going to explode. I need to cum.” Nyssa replied, “I’ll take care of it as soon as I finish.” Nyssa continued to pound Adam’s ass until she shot a forceful load.

 

“I do enjoy fucking a young man’s ass, “she said as she slowly removed her cock. She peeled of the condom and tossed it into a nearby wastebasket, and then said, “Now let me think. What am I going to do with that hard on of yours? I know what I could do if we were at my place. I’m not going to let you suffer until I get you there. Turn around.” Adam did as he was told and she grabbed his cock. “My you do have a hard one”, she said. Nyssa always liked seeing a hard cock on a man after she fucked him. She started stroking his cock. “Please make me cum,” he begged. She replied, “Since you asked nicely and have been a good boy, I am going to jerk you off. Sit on the edge of the desk.” Adam complied. Nyssa reached into her bag for another condom. She said, “This is so that we won’t have any mess to clean up” as she was putting the condom on Adams hard dick. She started with slow strokes. Adam began to moan again. She stroked faster and Adam’s moans once again became loud. All of a sudden Adam yelled,”I’m Cumming!” Nyssa could see the condom filling up with his hot juice. She gave Adam a few hard strokes to squeeze out the remaining cum. She peeled off the condom once Adam’s cock started going limp. The condom joined the other one in the wastebasket.

 

They both got redressed after they rested for a few minutes. Adam led her out of the office and then let her out of the store. Nyssa gave him a quick peck on his cheek and a slight grab on his ass. She whispered in his ear, “Maybe I’ll come by again and take you to my place.” She left and proceeded to her car. Adam waved goodbye as she drove away, and she blew him a kiss. Adam relocked the door. This was one night he will not forget.

 

Adam finally lived out a fantasy of his. He always wanted to have sex with a she male every since he bought a she male video. Adam bought a video once based on the title. He did not know what the movie was about. The movie had scenes of she males fucking men, and she males fucking women. Adam became turned on while watching this video. This was his favorite movie to jerk off with.

 

Adam left the store after he gathered his belongings. He wondered if Nyssa will ever come back once he got in his car. Adam was happy. He lived out a fantasy or is it possible that his life has changed?

The Predator pulled the woman up by her handcuffed wrists and heard her grunt into the ball-gag as she tottered on her high-heels. He pushed her down the corridor to where he knew her bedroom was located at the rear or the house. He couldn't help but become excited again as he looked at her round bottom and shapely nylon encased legs as she staggered ahead of him down the hall; he started to think what he was going to do next and started to stiffen in his jeans. When he got to the bedroom door he pushed her hard so that the bitch was propelled forward and fell face down on to the bed.

The Predator looked excitedly at the woman sprawled before him on her bed; her white A-line skirt had ridden up revealing the crotch of her full-cut red nylon panties and the lacy tops of her taupe high-sheen stockings, the tops of her thighs were framed magnificently by the black lace of the nylon full-slip. He opened his fly and coaxed his member to a full erection. God he loved this!

Michele lay sprawled on her bed; feeling completely exposed and helpless. She could feel his sticky come still dribbling from her back passage and she felt so degraded lying there with her skirt riding up revealing her red nylon panties and the lacy stocking tops; she wished she had never experimented with crossdressing; it was her fault, she should be ashamed of herself. She was even more ashamed that she had orgasmed when the predator had sodomised her; "my God, when would this end," she thought. Then she heard the unmistakable sound of a zipper opening and looked up to see the man open his fly and stroke his member until it was rock hard. Michele groaned into her gag and wondered what was going to happen next; how could this animal become aroused again so fast!

The Predator jumped onto the bed beside the woman; his hard member wobbling out in front him. He undid his belt and shucked down his jeans and underwear and kicked off his shoes when his clothing bunched at his ankles then he pulled off his socks so that he was naked from the waist down. The woman lay still on the bed breathing heavily through her nose because of the ball gag in her mouth. He worked his way into the middle of the bed so that his crotch was level with the woman's face. He reached out and turned her head so that she was facing his erect penis, it bobbed up and down in front of her pretty face. This was the part he really loved, but it was also the most dangerous! He warned the woman that he was about to take the ball gag out of her mouth and if she cried out or attempted to bite he would beat her until she begged him to stop. To prove his point he slapped her once across the face. He looked into her pretty heavily made-up eyes and saw the beginnings of a single tear; then the tear ran down her face leaving a small streak of mascara. The Predator figured she had got the message and reached behind her head and released the gag.

Michele screamed inside as the man jumped onto the bed; his erection wobbling out in front him and removed his clothing from the waist down. It would have been a comical sight in any other circumstances; the man struggling out of his jeans as his cock bounced up and down in front of him; but Michele was starting to realise what was going to happen next as the man moved forward and his erection approached her face. She could smell her musk on his manhood from when he had fucked her arse and she saw a bead of clear pre-seminal fluid form at the eye of his glans. Michele could not really understand the warning he issued but when he slapped her face she understood his intent. Her face stung and her head was reeling as the man reached behind her head and ripped off the ball gag; she gasped as the gag was released and managed to say one word: "Please!" before the beast pushed his cock into her mouth and grabbed the sides of her face and held her there while he fucked her face.

The Predator had done this to all of his victims and always loved the shocked expression on their faces as his cock invaded their mouths. The woman was so stunned that she didn't even think of biting; instead her lips clamped over his shaft and her tongue began slaver around the head of his penis as she tried to eject his member without biting it. The Predator started to fuck her face; his powerful hands held her face steady as he pushed his cock back and forth between her lipsticked lips. She could do nothing, trussed as she was, except capitulate.

The Predator looked down and was aroused and excited by the sight in front of him. The woman was heavily made-up (which he loved); her pretty face was framed by her brunette hair which hung to her shoulders and fringed her brows, her eyes were outlined in back eyeliner and her lashes heavily mascared. Pale blue eye shadow blending to a shade of dark pink coloured her sparkling eyes, her cheeks were heavily rouged, defining the lines of her cheekbones, her lips were coated in with a deep plum red lipstick; and sticking out of her matronly but attractive face was his pink, hard cock. He looked down her body at her arse and legs and then slid his eyes back up again to the woman's face and began to fuck her mouth harder.

Michele was still stunned from the slap as the rubbery flesh invaded her mouth and her first reaction was to eject the foul tasting monster. She was conscious of the fact that if she bit the invading penis she would suffer badly, so she clamped her lips over the man's shaft and tried to eject it. Michele pushed her tongue onto head of his penis and tasted a male cock for the first time. It was not what she expected; it was not salty as she had read it described so many times, but more of a creamy floury taste with an undercurrent of musk. She could also taste her own lipstick and perfume, and god help her if she didn't feel a stirring in her panties as her own member began to stiffen. Then she felt the man start to push his cock in and out of her mouth, groaning with pleasure. Michele realised that her attempts to expel his member were in fact arousing the man further; her tongue slathering along his glands and her lips tight against the taut sleek skin of his shaft were in no way effective in ejecting the invading penis, they were having the opposite effect. Michele decided that there was no way she was going to be able to repel his attack and decided that she would try to excite the man as much as possible so that he would get this barbaric act over with as soon as possible. As the Predator started to fuck her face; his powerful hands holding her face steady, she started to suck on the intruding member and work her tongue over his glans as her lipsticked lips moved up and down the shaft.

The Predator used long slow strokes so that the woman could breathe through her nose in time with his thrusts; he didn't want her gagging. Her soft lips and tongue were proving extremely arousing on the delicate nerves of his manhood. He loved it when he pulled back and the flange of his glans was between her lips and then the slippery feel of her wet tongue slavering his cock as he thrust into her face. If he didn't know better he would think the bitch was encouraging him.

The Predator felt his orgasm begin as his scrotum contracted and his penis started to convulse. Waves of pleasure shot though him as he felt his semen churn out of his scrotal sac and begin to shoot along the channel inside his cock, searching for release through the opening in the eye of his glans; the hot load spurned on by the blood engorged spongy walls of his shaft contracting and convulsing. The Predator held the woman's face hard and steady; he allowed the first few squirts of his ejaculate to stream into her hot wet mouth and then he pulled his cock back and out of her mouth; the head of his cock plopping out over her lips as the first jet of hot sticky semen ejaculated out of the eye of his convulsing cock.

Michele sucked and licked the invading penis as it raped her mouth; she was increasingly aware of the gossamer feel of her silky lingerie and stockings, the taste of her own lipstick and the light caress of her hair on her face. She could not help but become further aroused; the fact that she was cuffed and vulnerable added to her pleasure and allowed her to find an excuse for her debased reaction to this invasion of her sanctity; after all what could she do? All she could do, she rationalised, was to capitulate and to try to bring this brutal action to a swift end. Then Michele realised what was happening as the man quickened his pace and she felt his organ begin to contract and convulse. Her mouth filled with warm yeasty semen; it didn't seem to spurt out of his cock as she expected it would, it seemed more to just suddenly appear in her mouth. Michele couldn't escape the eroticism of giving her first fellatio, even if it was against her will; she felt herself ejaculate into her panties again, the warm flood of her own ejaculate soaking her panties and pantyhose as she swallowed his seed. Then the man pulled back suddenly and his cock plopped out of her mouth and she felt streams of hot sticky semen start to splash onto her face.

The Predator moaned with pleasure as stream after stream of white, warm fluid shot all over the woman's face; he rubbed his cock on her cheeks, her lips and her nose; coming all over her. A long rope of semen ran from the woman's brow, across her eye and onto her nose; as his cock rubbed against her face the semen mixed with her makeup and began to make a colour palate of semen, makeup and lipstick all over her eyes, cheeks and lips. He forced his cock back into her mouth as the last convulsions of his orgasm consumed him.

The Predator sighed as the last of his issue spent into her lipsticked smeared mouth; he stared into her scared, pretty eyes, now panda-like with the mixture of semen, mascara and eyeliner smudged all around them. God he loved to do this to these stuck up matrons. He pulled his cock out of her mouth and rubbed it all over her face again, the sperm and makeup now mixing with her tears. He let go of her face as she began to sob and rolled her over so that she was on her back, face up so that she could watch his final degrading act. He moved down the bed and grabbed a handful of her pristine white skirt and wiped the congealed mess of come and makeup off his cock with it. Her skirt was stained black and red by her makeup and silvery gobs of sperm were mixed in with the mess. "That'll stain," he laughed wickedly at the stuck up matron lying handcuffed on the bed before him.

The Predator finished wiping the mess on her skirt that was now rucked around her waist, and then he noticed the stain in the front of her red nylon panties. He knew that the spend from when he had fucked her had stained her underwear, he had seen the results of his orgasm on her buttocks and thighs; but he hadn't touched her cunt yet; he was saving that for later; so why was there wet semen all over the front of her panties? Then he saw the bulge there straining against the nylon pantyhose and panty gusset and slowly but surely he realised what it was! This fucking woman had a cock!!! What the fuck????????????

To be continued...

"You are one very naughty school girl," Davey groaned, and closed his eyes and relaxed, content to let Michele have control of the situation.

Michele found this empowering. Most of the men she had had sex with in Chelmsford had forced themselves on her or forced her into capitulating. Even when she had been playing a dominant role with the Warden she was not really in control. Davey was showing her the utmost trust by just lying there and allowing her to take charge of situation. She found she genuinely wanted to please him.

Michele stroked and caressed Davey’s engorged member, sometimes slow and gentle, sometimes hard and fast. Davey expressed his appreciation with a contented smile on his face and with occasional moans of pleasure. He reached out and caressed her face with his fingers. Michele drew one of his fingers into her mouth and sucked on it; twisting her tongue around the digit.

Davey put his hand under Michele’s chin and gently bought her face to his. He looked longingly into her eyes and said,

"You are truly beautiful Michele," and then bought her mouth to his and kissed her tenderly.

The smokiness of the scotch they had drunk earlier had mixed with his sweet breath and she responded to his kiss. She kissed him harder and her hand started pumping his long hard cock in a steady rhythm.

Davey groaned again in the back of his throat and Michele gently lifted her lips from his. He sighed his disappointment; but not for long. Michele slid her stockinged knees along the floor so that she was positioned adjacent to his crotch. She lowered her head and kissed his cock. She kissed it all over leaving telltale smudges of lipstick on the shaft and head. She rubbed it against her cheek and placed the glans against her eye and batted her eyelashes teasing him with ‘butterfly’ kisses.

Michele was totally in control of the situation and was actually enjoying what she was doing to Davey. Not only did she feel empowered, she felt aroused; for the first time since she had been forced into becoming a transvestite she totally loved being a woman and pleasing her man.

She bought her mouth down to Davey’s scrotum and kissed and licked his balls, feeling him tense up and sigh at this new attack on his senses. Then she licked all along the length of his penis and finally took his member inside her mouth. She ran her tongue all over his glans as she commenced to gently suck and move her head up and down.

"Oh Michele you are wonderful," Davey whimpered.

"But take it easy I’m so close," he half complained.

Michele had no plans to take it easy; she was in control and wanted to make Davey climax. In her head she imagined him coming; then they would cuddle and caress until they were both sufficiently aroused and he would make love to her like a woman. She could hardly believe her own feelings but she wanted Davey to fuck her. My god she was changing! She examined her feelings and found that yes; she loved being a woman with Davey and she wanted Davey to want her. She didn’t try to analyse her feelings any further; she was too confused, she got on with her most immediate pressing need; to please Davey.

Michele clamped her lips around Davy’s now throbbing member and sucked hard and bobbed her head up and down as fast as she could. Davey started to convulse and Michele tasted the first beads of pre-seminal fluid and then the hot jets of his seed as his penis convulsed and shot streams of warm salty sperm into her mouth.

Michele kept up her hard and fast fellatio, swallowing his issue as it filled her mouth. In response to Davey’s climax she felt her own clitty harden in the silken purse of her panties. Slowly Davey started to relax as his orgasm subsided and Michele felt his organ begin to slowly deflate in her mouth. She took it out and rained kisses all over the cute member as it shrank back into flaccidity.

Davey reached out and gently assisted Michele up onto the bed so that she was lying beside him. He gently stroked her hair and softly kissed her.

"I think I’m falling for you Michele," he whispered in her ear.

"I think I’m falling for you to Davey," she whispered back and snuggled up closer to him.

They caressed and chatted easily with each other for a while until eventually they fell asleep in each others arms; like lovers.

Then – Crash! The door to the cell flew open and Eddie strode into the cell. Michele and Davey sprang to their feet; Davey taking a step forward in a defensive position to protect Michele.

"Just look at these two lovebirds would ya!" Eddie sneered sarcastically and reached for the scotch, gulping down a swallow.

"Fuck me Davey, I warned you about this bitch!" Eddie whinged.

"She’s fucking trouble mate; I don’t care what she’s done or said to make you all gooey over her. She’s more fucking trouble than she’s worth."

"If I could sell the bitch for a profit I’d get rid of her, but I ain’t even made the money I invested in her," Eddie went on, waving his hand at Michele as if she was just a commodity not worthy of consideration.

"She’s wonderful Eddie," Davey shot back.

"You just don’t appreciate a precious jewel when it’s staring you in the face," Davey continued.

"And I want her!" Davey demanded in a menacing tone.

Michele was stunned; she couldn’t believe what she was hearing. Was Eddie’s best friend and business partner prepared to take on Eddie over her? She felt flattered but at the same time confused.

"If she wants me that is?" Davey looked deep into Michele’s eyes with a questioning look.

Michele was now totally confused. She knew that prisoners kept transvestite inmates as ‘wives’; in fact some of Eddie’s ‘girls’ were ‘married’ to inmates but continued to work in the brothel to provide money for their ‘husbands’. The more privileged inmates, the ones who really ran the jail, had full time transvestite partners; wives, who ‘stayed at home’ and lived with them in their cells.

"You’re fucking joking aren’t you Davey? You ain’t going to let this big arsed bitch get in the way of our friendship are you?" Eddie sounded astounded.

"No I’m not Eddie," Davey replied, "If she wants to move in with me I’ll see you right, but she stays with me; exclusively!"

"But only if that’s what she wants to do," Davey added this time turning to Michele and taking her hands in his and looking deep into her eyes.

Michele felt completely feminine; at that moment the remnants of her male alter-ego ‘Mike’ disappeared. She was a woman who wanted the man standing before her. She tried rationalising her feelings; being Davey’s concubine was a better prospect than being forced to work in the prison brothel; but deep inside she knew it was more than that. She had become Michele; she was Michele, and she wanted to be Michele all the time, and to be with Davey.

"Yes Davey," Michele’s whisper was barely audible, "take me home please; take me away from this place."

"Oh you fucking dopes," Eddie laughed.

"She is going to cost you heaps Davey," he warned; "You’re not getting her off me for nothing!" he insisted.

"Eddie you’re my best mate in this place and we go back a lot of years; we scratch each others backs and work the joint for a share of the profits; but if you keep talking about Michele like that in front of her I’ll fucking well smack you!" Davey retorted angrily.

Eddie laughed, "Ok, ok, don’t get your knickers in a twist! She’s yours; we’ll settle the price later."

"Michele, go and see Charlotte and Mabel and get them to move your things out of here into Davey’s cell in A block; I’ll clear the move with the warden tomorrow." Eddie said.

"And as wedding present you can keep the clothes, wigs, shoes and the rest of the stuff I bought you free of charge. I hope you will both be very happy," Eddie said half sarcastically.

"Now run along girl; me and Davey have business to discuss," he ordered.

Davey reached out and kissed Michele gently on the lips, "Don’t worry about him honey," he smiled; "get out of here and I’ll meet you in my cell in a couple of hours."

Michele walked out of her workroom for the last time that evening and didn’t bother to look back. She found Mabel and told her Eddie’s instructions. Mabel didn’t believe her at first and ran down to Michele’s workroom to see Eddie. She came back flabbergasted.

"Well I’ll be fucked," she said, "Good on you girl; now get out of here and me and Charlotte will bring your things down to A block," she smiled good naturedly.

When Davey finally completed his business with Eddie that evening he was considerably out of pocket. Michele had cost him plenty but he smiled as he walked back to his cell, two minders at his side, she was worth every penny. Besides he would soon make his money back with his other business dealings with Eddie; they both made more money than they could spend in this shithole. The only thing his money couldn’t buy was freedom; he had many years left to serve; but at least he would be happy and contented with Michele by his side.

Davey arrived at his cell just after midnight. His cell was actually three cells combined into a living area with all the modern furniture and electrical gadgets you could want, and a large bedroom with an enormous bed set against one wall. As he closed the door to his cell he noticed all the lights were out and the place was completely dark except for the flicker of candlelight coming from his bedroom. Davey stripped naked, kicked his clothes aside and strode towards the bedroom.

Michele was lying on the bed; surrounded by deep red satin sheets, her head resting on a mountain of white satin pillows. She was exquisite! Her hair was a sea of raven curls hanging down to her shoulders and her dark, heavily made-up eyes shone brightly beneath the fringe. Her full mouth a ripe red plum waiting to be kissed, and her rouged cheeks emphasised her sharp cheekbones and the elegant lines of her pretty face.

She wore a full length white silk nightgown thrown open and spread out on the bed like angel’s wings. A matching white bustier adorned her body, the garter straps clipped to white nylon stockings. He could just make out the triangle of white satin panties between her legs which were slightly spread apart; her feet were shod in white open-toe high-heeled sandals, her toes peeking out of the high-heels, her white stockings gossamer thin and stretched taught over her red painted toenails. She wore a pearl choker necklace, matching earrings and bracelets. She held out a hand and beckoned.

Davey strode towards the bed, his manhood erect before him, a rope of gleaming, clear pre-seminal fluid leaked from the eye, and Michele reached out and took him in a firm grip and pulled him onto the bed. She opened her legs wide and he knelt between them; neither of them saying a word. He bent down and kissed her passionately on the lips and she responded and moaned deep down in the back of her throat.

She still held his manhood in a firm grip as she slid herself underneath him and eased her panties aside with one hand and positioned his member at the entrance to her special place. She lifted her white nyloned legs up high and bought her calves up around Davey’s lower back so that her high-heels were high in the air and almost touching. Michele pulled up her lower body and at the same time guided Davey’s beautiful hard slick member inside her. They never stopped kissing. Michele rose up and locked her heels behind his back as Davey thrust forward so that she could force all of him inside her. They rode the waves of mutual pleasure slowly; Davey taking his time so that Michele’s orgasm would come at the same time as his.

He released streams of his hot seed deep inside her and she responded by rising up and holding him tightly against her as she emptied her own emission into her white satin panties. Michele could feel Davey’s hot spend lubricating his throbbing glans as it stimulated the sensitive organ deep inside her. Davey could feel Michele’s secretions saturating her panties, soaking through, warm and sticky against his lower belly. Their lips had never parted throughout their lovemaking. Davey begrudgingly drew his face away from Michele’s just far enough so that he could look adoringly into her pretty blue eyes.

"I love you Michele," he whispered.

"I love you too Davey," she whispered back. Michele smiled.

 

The End

The predator had defiled five women so far, all sophisticated, attractive and well dressed ladies in their forties or early fifties. He made a point of that; that they be dressed attractively. He had been known to make his victims get out of bed and apply makeup and dress in their finest lingerie and eveningwear before he spent his time playing his sordid games with them. Some victims reported that he made them parade before him wearing differing ensembles until he was satisfied with how they looked before he ravished them.

The predator had arrived at his current destination by sheer luck. He usually followed his intended victim for a few days, and then planned his attack when he was sure that the victim was alone in her home. Tonight he was returning from a bar and decided to cruise a well-to-do neighbourhood just to see if there was anything special that might be worth following up. He was slightly drunk and stopped his car next to an alleyway separating two townhouses so that he could relieve himself. He ducked into the darkened alley to urinate when he noticed the shadow on blind. The silhouette on the blind was unmistakeable to a predator of his kind; a woman either dressing or undressing; her movements and mannerisms playing out like a shadow-puppet on a movie screen. He couldn’t help himself; he had to see what might be on offer here. When he had splashed the last of the hot stream of his urine against the wall he climbed up onto a garbage bin hoping he would be able to see more through the window.

The predator was in luck and managed to secure a position where he could see through a chink in the blind where it had not been fully extended. The view provided by the chink took in half of a woman’s bedroom. He could see most of the bed, scattered with lingerie and women’s clothing lying in a heap, the coat-hangers still attached to the skirts, blouses and jackets. There had to be at least six outfits lying on the bed surrounded by the small piles of assorted lingerie. He could see a dressing table littered with makeup, perfume bottles, jewellery boxes and the sundry items that women seemed to be unable to do without in their endeavours to look attractive. A wine glass, half full of red wine was set to one side. A small shelf above the dressing table held three wig stands. A blonde bob sat on one wig stand and a black long haired wig sat on the second; the third wig stand was bare.

The predator was pleased to see that this woman had such good taste in clothing and obviously looked after herself. The mountains of lingerie, makeup, jewellery and the wigs bespoke of a woman who was most attentive to her appearance – the sort of woman he fantasised about.

The predator allowed his eyes to consume the sight before him. The woman presented herself sideways to him, sitting in front of the mirror at the dressing table making final adjustments to her appearance. She looked to be in her early forties, solid but not fat, and dressed just to his taste. His eyes started with her face and worked their way down her body. Straight brunette hair hung just to her shoulders, the fringe framing her heavily made-up eyes; her cheeks were rouged, her lips full and painted plum red. A glint of light betrayed the simple sparkling earrings that undoubtedly matched the diamante necklace around her neck. She was wearing a black nylon full-slip, the rise of her small breasts emphasised by the tight bodice, the laced hem of the slip resting on her sleek nyloned thighs just above her knees.

The predator liked the way her taupe stockings glistened in the lights from the makeup mirror. Her hands slid down one leg, her fingernails painted a matching plum red to her lipstick, and adjusted her stocking; pulling the sleek nylon taught on her shapely leg and momentarily disappearing under the hem of her slip as she adjusted the clip on a garter strap. The predator shuddered. His eyes continued down her leg and lingered on the black, patent leather, open toe high-heels and he caught a glimpse of her painted toenails on display, encased in the gossamer of her sheer stocking, as she waggled her foot back and forth back as the admiring her own pretty foot. She stood, and then advanced towards the bed presenting herself front-on to the predator.

The predator took in the whole visage of the woman that he had now determined was to be his next victim. Mature, attractive, heavily made-up, tall and well built; she was just to his taste. If he had not spent the evening in the bar and was in a sober frame of mind he might have been more cautious, but the sight she unknowingly presented to the predator sealed the woman’s fate. The predator slid silently off the garbage bin on which he had been standing and made his way back to his car. He scanned the street and saw no one. Most of the lights in the adjoining townhouses were out and the street was quiet. He checked his watch: 11:30pm, perfect he thought, and reached into the back seat and took out his burglary tools. Fuck the risk! He had to have her. Now!

Michele sat before the makeup mirror twirling the wine glass in her fingers watching the light sparkle in the red Shiraz. The dark red wine matched the colour of her fingernails and she briefly giggled to herself at the complement. She was slightly drunk from the half-bottle of wine she had already consumed and she set the wine glass down carefully and began to add the final touches to her makeup.

Michele was actually Michael, a divorcee in his mid forties who lived alone and had come to transvestism late in life after suppressing an urge to crossdress for most of his adult years. Like most crossdressers he had urges to dress-up and become a woman for short periods of time and often dressed in his wife’s underwear when she was away. After an amicable divorce some five years earlier, Michael now transformed into Michele whenever it pleased him to do so. Living alone and having the privacy to dress when it suited him, he had developed the persona of Michele over a period of years.

Michele’s male alter ego had fought a battle with his weight for most of his life and he had allowed himself to balloon out during the later part of his marriage. When the opportunity to fully crossdress whenever he felt like it presented itself, Michael decided he didn’t want to look like a middle-aged frump. He dieted and exercised until he could eventually fit into a size 16 and some times even a 14; a great effort given his large frame, and he now carried very little fat.

Michele had acquired an extensive wardrobe, first at opportunity shops and later at larger specialty shops; insisting to the shopkeepers that he was buying the clothes as presents for his wife. Lingerie was easy to buy as it is never considered unusual for men to buy nice underwear for their wives or lovers.

Michele bought his first pair of women’s shoes from an opportunity shop and once he knew his woman’s shoe size he purchased many styles of high-heeled pumps and sandals; again insisting to inquisitive shop assistants that they were presents for his wife. He sometimes had the boxes gift-wrapped to maintain the façade.

Michele had dabbled with his wife’s makeup with various degrees of success and failure during the years of his marriage and easily obtained all the makeup he needed by purchasing a couple of complete makeup kits ("its for my niece’s birthday; she’s just turned thirteen") and then simply added to his makeup collection by throwing any item he desired in with the week’s groceries; no one ever questioned him at the checkout; husbands just picked up whatever their wives had written on the shopping list after all.

Michele could purchase women’s jewellery easily of course, but his biggest problem was how to get his hands on some nice wigs. The problem was solved when he was sent to a large city interstate on a business trip where he visited the part of town frequented by the gay community. Here a sympathetic old lady in a wig shop who was used to dealing with ‘his kind’ helped him pick out and try on three different styles and hair colourings. He purchased the wigs and then went into another ‘specialty shop’ where he bought breastforms in two sizes.

Michele loved being Michele; Michael transformed into her at every opportunity and spent most evenings and weekends dressed and fully made-up. More and more often though he had been fantasising about taking his transvestism a step further; whenever he was dressed as Michele he became aroused, he always had, but for the last year or so he had fantasised about being with a man. He did not consider himself gay; in fact when he wasn’t Michele his sexual fantasies revolved around women; but when he was Michele he wanted to be with a man or to have a ‘lesbian’ encounter with another transvestite.

Michele was terrified that her secret life would be exposed. When dressed she kept the doors locked, the shades closed and never answered the door. Although she had become adept at applying makeup and dressing en-femme, and she believed that she made quite an attractive mature woman, she would never dream of going out dressed as Michele. She contented himself with reading books and looking at magazines and movies where transvestites had hot sexual encounters with each other and with male admirers. Although masturbation bought relief, Michele longed for ‘the real thing.’ She was thinking a lot lately of either placing a discreet ad in some of the sex shops she visited or advertising her availability in a contact magazine or in some of the internet chat rooms she frequented.

Michele was not aware that she was about to have her first encounter tonight, nor that the Predator would be her first man. The Predator was not aware that the woman he lusted after, as he spied on her through her bedroom window, was in fact Michele; a transvestite.

Michele had opened a nice half-bottle of Shiraz earlier in the evening and then poured herself a warm bath. She painted her toe and fingernails and allowed them to dry and then poured herself a glass of wine and stepped into the steaming, scented water. She spent a luxurious hour soaking, during which she had shaven her legs and chest and closely shaven her face. She had also drunk three glasses of wine.

Michele towelled herself off and carried a full glass of wine from the ensuite bathroom into her bedroom where she sat at her dressing table and looked at herself critically in the mirror. She was showing her age but was still respectable and with the magic of makeup would soon be transformed into a presentable, if slightly sluttish, middle-aged woman. She giggled to herself and realised she was slightly drunk.

Michele went through the labour of applying her foundation; she had a product from Max Factor which closely matched her skin colour but covered up the few scars and blemishes that she had acquired during in her life. Next she liberally coated her face and neck with face powder one shade darker than her foundation; she now had the blank canvass she liked to achieve prior to applying the rest of her makeup. She loved this next part; the application of colours and shading which changed the whole look of her face from bland maleness to feminine fox. She giggled again and took a gulp of wine before continuing.

Michele applied her eyeliner next. All the books and magazines in which she had read makeup tips said you should do this later but Michele had learned that this was the hardest part of applying makeup and if she screwed it up (which she often did, especially after drinking), she could wipe the eyeliner away, apply more foundation and start again without ruining her eye-shadow and mascara. The eyeliner was applied liberally to her upper and lower eyelids, from the inner corner of her eyes to the outer corners, gradually thickening the line as she went. Having achieved the desired result she looked for a suitable palette of colours for her eye-shadow.

Michele selected a pale blue which she applied to her eyelids and then blended it into a shade of dark pink which she brushed onto the upper part of her eye sockets and right up to her eyebrows. She wished she could shape her brows but that would be too noticeable to her workmates, family and friends so she just kept her brows neatly plucked. Next she rouged her cheeks to define the lines of her cheekbones. She used more rouge and eye-shadow than is the fashion nowadays but she preferred the more colourful makeup styles of the eighties over the current subdued ‘less is more’ look.

Michele next applied a light coating of ‘skin-glow’ face powder all over her face and neck to set the makeup she had already applied and to give her face a subtle radiance. She carefully brushed lashings of mascara onto her lower and upper eyelashes. She knew from painful experience that if she put too much mascara on her lashes that it would congeal and look unsightly; even worse it could end up ruining her eye-shadow or face makeup if globs of the mascara came loose from her lashes. She did like to wear lots of mascara though and found a Maybelline product that did not clot and was easy to apply.

Michele took her time putting on her lipstick. Having completed the rest of her face she didn’t want to ruin the effect with a sloppy job. She took time to line her thin lips just outside her lip-line so that her lips would seem fuller; she also knew that the wine she had drunk was having its effect and realised that caution here would save her tears of frustration if she slipped and made a mess of her lipstick. The colour was a deep plum red and matched the nail polish that she had painstakingly painted on her toe and fingernails prior to her bath.

Michele reached up and studied the three wigs sitting on their stands. ‘The brunette,’ she thought to herself and lifted the wig from its stand. She brushed the wig with the special brush that she been advised to purchase by the nice old lady who had sold her her wigs. She started her brush-stokes at the extremities of the hair and worked her way up to the crown, admiring the sheen of the artificial hair. She positioned the wig on her head and adjusted it so that her fringe was straight and hung level with her eyebrows.

Michele looked in the mirror and admired her transformation. ‘I look quite attractive’ she thought; ‘I bet Michael would like to fuck me’ (she giggled to herself at the absurdity) and reached for her wine glass.

Michele went to the closet located on the right-hand side of the bedroom; Michele’s closet. The closet on the left was Michael’s closet and contained his suits, shirts, ties and boring male underwear, socks and shoes. Michele’s closet contained the soft, luxurious, feminine attire that so excited her. She rummaged through the lingerie draws and threw a pile on the bed; next she took down half a dozen ensembles and threw them in the centre of the bed amid the strewn underwear. It looked like a messy, awkward way to select an outfit but it worked for her. She would often get nearly fully dressed and then change her mind and she had found over the years the best method for her was to take a selection of clothing and throw it on the bed and then once she had finished dressing, put away whatever clothing she had decided not to wear.

The predator at this time was just leaving the bar having been unsuccessful in locating a suitable woman as his prospective next victim. He had drunk more than usual, and frustrated at not finding his next target, stumbled to his car and took off towards the better part of town to prowl for a fitting quarry to stalk.

Michele tore open a packet of cheap flesh-toned sheer to the waist pantyhose. She wore pantyhose as a foundation garment to help flatten her tummy, hold her male genitalia out of the way between her legs, and to help cover the small nicks and varicose veins on her forty-year-old thighs and ankles. She felt a small tingle of excitement as she smoothed the pantyhose up her legs and over her tummy and buttocks. She carefully manipulated the sheer toes around her painted nails ensuring she didn’t ladder the cheap hose.

Michele selected a pair of red nylon full-cut panties from the midden of lingerie on her bed. She stepped into them and slid them up her nyloned thighs, savouring the rustling sound of nylon on nylon. She adjusted the waistband on her hips so that the cute little lace bow was centrally located below her belly button. Michele could not understand the modern woman’s obsession with thong panties; they were uncomfortable and unflattering on women of her solid build. Besides she liked the way the tight nylon panties caressed her buttocks.

Michele next chose a black satin garter belt; her mother had called them ‘suspenders’ she remembered. She clipped the garment together and stepped into it carefully pulling it up her hosed legs and over her panties so that it sat snugly around the bottom of her waist. She carefully adjusted the garter straps ensuring they did not snag her pantyhose.

Michele decided on a matching black satin bra, again clipping the fastenings at the back of the bra together before donning the garment. She giggled yet again when she thought about all the troubles she had had as a young adolescent Michael attempting to undo his girlfriend’s bra so that he could caress her budding teenage breasts. She took another sip of wine and pulled the garment over her head, adjusting it on her chest in the mirror and straightening the straps on her shoulders. She had breastforms if she wanted to use them but this bra was slightly padded and with her ‘man boobs’ gave her a pleasing if subtle cleavage without being overly busty (although sometimes, when she was in the mood, she liked to stuff her bra with the largest set of breastforms she had and parade around like Mae West).

Michele dithered over which stockings to wear; it would depend greatly on which ensemble she finally decided upon. Should she wear black, grey, taupe, flesh-toned; fully fashioned, Cuban heeled or sheer toe? She had so many pairs! She settled on a pair of high sheen taupe lace tops. She loved the way they emphasised her shapely legs, and with the flesh toned pantyhose underneath the stockings, her legs would look magnificent. Michele thought her legs were the best part of her body. She slid the stockings on and connected the clips on the garter straps to the lacy stocking tops. She reached for her jewellery box and selected faux diamond earrings and a matching pendant necklace. As she clipped the earrings to her ears she lamented the dearth of good quality clip-on earrings. She dare not pierce both her earlobes as it would be too noticeable to others.

Michele went back to her closet and selected a pair of black, patent leather, open toe high-heels and placed them beside the chair next to her dresser. She chose a black nylon full-slip from the mess of lingerie on the bed and pulled it over her head being careful not to ruin her makeup or hair. She smoothed the garment to her body, the tight bodice clinging to her breasts and hips and the skirt flaring around her thighs, occasionally sticking to her stockinged legs because of the static electricity. She loved the feel of the lacy hem; like butterfly wings brushing on her thighs.

Michele sat down in front of the dressing table and slipped her feet into her high-heels; although a size eleven her feet were not grotesque because they matched the proportions of her body. After all she was a small size eight in men’s shoes and her feet were considered quite small for a man. She turned her chair sideways to the dresser so that she could adjust her stockings; she pulled the sleek nylon taught on her shapely leg and her hand disappeared under the hem of her slip as she adjusted the clip on a garter strap. She waggled her right foot from side to side, admiring her own pretty feet in the high-heels and appreciating the gleam of the lights on her high sheen stockings. Little did she know that she was not the only one admiring her legs and feet!

Michele stood and advanced towards the bed to select an ensemble for the evening. She finally decided on a white ‘Carla Zampatti’ A-line skirt and a mauve satin long-sleeved blouse she had purchased from Supré. She always wore long sleeved blouses or jackets because although she kept her fingers and the backs of her hands free of hair, she could only lightly shave her arms with a beard trimmer. Her tanned arms had only a light sprinkling of fair hair but she felt that fully shaving them would be too noticeable when she wore T-shirts and Polo’s when she was Michael.

Michele donned the blouse, fumbling with the buttons; she was still not used to them being on the opposite side to men’s shirts. Then she stepped into the skirt and pulled it up around her waist, tucking the blouse into the skirt and closing the zipper at her waist. She went back to her dresser and mooched through the jewellery box and decided upon two matching silver bracelets for her left wrist and a silver amulet set with a large black opal for the right. She slipped a matching opal ring set in silver on the ring finger of her right hand and a diamante ring set in white gold on her left ring finger.

Michele pushed her hands out before her and admired the effect of the jewellery against her slim wrists and her plum-red painted fingernails; she had taste she thought, but she still projected that slightly sluttish style she favoured. She looked at herself in the mirror and was pleased with the result. She twirled around and admired her ample but well-proportioned bottom; the A-line skirt was a snug fit. She drained her wine glass and tottered on her high-heels as she started from the bedroom to the kitchen to open another bottle of wine. She was drinking a lot lately; but what did she care? As long as she kept her weight in check; it’s not as if she had a boyfriend to keep sober for. She sauntered down the hallway towards the kitchen, her heels clicking on the slate tiles as she did her best vamp imitation, swinging her buxom sexy bottom from side to side and giggled to herself again.

The predator had let himself in easily through the kitchen window whilst Michele was making the final adjustments to her clothing in the bedroom. The kitchen window looked out over a small garden, dark at night, and well hidden from the main road; the lock was cheap and easily defeated. The predator was silent as he climbed through the window and dropped soundlessly to the tiled floor; he’d had plenty of practice after all. He heard the clatter of high heels on the tiles and a little giggle from the hallway. ‘Oh this bitch would not be giggling for long!’ he thought, as he hid behind the opened door that led into the kitchen from the hallway.

The predator quietly lowered the bag containing his burglary kit to the floor and reached inside it to take out a gag and a pair of handcuffs. He didn’t like using the gag on his victims because it ruined their lipstick and distended their faces. He liked to look into their pretty faces while he did things to them, and once they learned resistance was futile (and they all learned that lesson pretty quickly) he liked to kiss them. The woman who had excited him enough to risk what he was about to do had affected him strongly; he wanted to take her as soon as possible, his member was so hard that it was uncomfortable in his pants. He would take her quickly in the kitchen and then they could retire to her bedroom for the rest of the evening’s entertainment. he thought to himself.

The predator heard her high-heels getting louder now as she approached the kitchen door and his drunken mind reflected on his last glimpse of her before he had jumped down off the perch outside her bedroom window. Her heavy makeup, the black nylon slip in contrast to her sheer taupe stockings (he preferred women who wore stockings instead of pantyhose), and those shiny black open-toe high heels. He would take her fully clothed, right here in the kitchen; he would take her in such a way that she would know he was in charge and that resistance was futile. He would take her in a way that a woman of her breeding had probably never experienced before.

Michele walked into the darkened kitchen and headed straight for the wine rack above the breakfast bar. She didn’t bother turning on the light as the light spilling in from the hallway was ample for the task; besides she hadn’t closed the curtains in here and even though her kitchen window was not in open sight of the road she was still paranoid about anyone seeing her dressed en-femme. She was thinking of whether to open a bottle of Shiraz or merlot when she felt herself being pushed heavily from behind and she collided heavily with the kitchen table.

The predator pounced on her when she was halfway across the room. He used his weight and strength to propel her towards the kitchen table. She was a big woman and he was taking no chances; as she crashed into the table he pushed her shoulders down and pulled her hands up behind her back and clamped the handcuffs on her wrists. He lifted his knee and slammed it into her well proportioned behind to hold her against the table and pulled up on her cuffed wrists. As expected, she pushed her upper body upwards and back in an effort to escape, but this only assisted him. As she rose up and gasped, a prelude to either to a scream or cry for help, he pulled the ball bag over head and into her mouth, securing the straps tightly around her neck. He now had her where he wanted her.

The predator pushed down on her shoulders so that she was bent over the kitchen table. In the dim light he could now see her mauve satin blouse and the white A-line skirt; subconsciously he approved of her style, he loved it when they dressed nicely for him. He wasted no time. The predator kicked her heels apart so that her legs were spread as far as the tight skirt would allow and released one of his hands from her cuffed wrists and undid his flies and released his erect organ.

The predator was extremely aroused and he could smell the stale alcohol on his own breath as he panted in excitement. He reached under the woman’s skirt with his free hand and grasped the waistband of her panties and yanked them down. He was puzzled when her panties came to an abrupt halt at the top of her thighs and then he realised that she was wearing her garter belt over her panties and because of this her panties could be lowered no further without releasing the clips on the garter straps attached to her stocking tops. It didn’t matter, her panties were down far enough for him to carry out his intentions.

The predator stepped in close between her splayed high-heeled feet; his crotch close to her buttocks, one hand gripping her handcuffed wrists and pushing her body down hard on the kitchen table, the other hand under her skirt pulling her panties down so that they bunched around her thighs. He bought his free hand out from under her skirt and spat in the palm of it; then he spread the glistening spit over his tumescent penis, ensuring his glans was completely lubricated.

The predator lifted the woman’s skirt up and thrust forward. His cock came up against a membrane of sheer nylon, and for a moment he couldn’t figure out what had happened. Was the silly bitch wearing two pairs of panties? Then he figured out what was preventing him from reaching the object of his desire; it was the gusset of the woman’s pantyhose. The dumb cunt was wearing pantyhose under her stockings! Why the fuck would she do that?

The predator took no time to try to answer these questions, he was now so stimulated that he was close to climax. He pushed forward with his hips and felt his member force the nylon membrane of the pantyhose into the crease between the woman’s buttocks. He pushed harder still and felt his glans nestle into the woman’s anal bud, her silken hose wrapped around the sensitive head of his penis stimulating it into bringing forth a trickle of pre-seminal fluid; the clear liquid combining with his spittle to further lubricate his member. He grunted and pushed forward with all his bodyweight and actually felt the heavy table move an inch or two as he thrusted.

The predator felt his iron hard cock tear through the gossamer thin pantyhose gusset and then slam against the woman’s tight sphincter. His cock paused briefly at her resisting puckered entrance, then his weight and the lubricant did their job and his shaft slid slowly and steadily inside the woman’s tight back passage. The Predator’s crotch slammed hard against the woman’s soft round buttocks and his scrotum rested in the silken purse of her bunched panties stimulating him to extremis. He ground his crotch in a circular motion against the woman’s lovely soft arse and pulled her back hard against him and unloaded stream after stream of hot semen into her tight channel.

The predator howled and shuddered as his orgasm shook through his body; he ground his hips harder against her and stimulated his scrotal sac by rubbing it against the silken gusset of her pantyhose. His climax over, he pushed the woman forward and pulled back from her. He watched in awe as a trickle of semen seeped out of her and ran down her thighs, staining her stocking tops and pooling in the crotch of her panties. He had only just started with this bitch; he was going to have some fun tonight!

Michele lost all thoughts of red wine as she was propelled forward and slammed hard against the heavy wooden kitchen table. She was confused as to what was happening; her thought processes slow and fuzzy because of the wine she had drunk. She realised a stranger was in her house and that she was being pushed down across her own kitchen table but couldn’t figure out why. For one second she stupidly panicked at the thought that someone had found her dressed as a woman; and then a split second later she realised that she had a lot more to worry about than the exposure of her transvestism. She realised she was in serious trouble when she felt the handcuffs clamp on her wrists.

Michele’s fighting instinct took over and she used all her strength to lift her body up off the table so that she could yell a protest to the man who was assaulting her. She understood now that the perpetrator believed he was dealing with a woman; if she could just let him know that he had handcuffed a man, not a woman, maybe the intruder would let her go, or at least think twice about what he was about to do. Maybe she could negotiate with the trespasser; offer him money, her car, anything to get him out of her house without any further indignity.

Michele never got a chance to say a word; as soon as she opened her mouth the rubber ball gag was pushed into it. She started to hyperventilate, being forced to breathe in and out through her nose; then her chest was slammed downwards on top of the kitchen table and she couldn’t move. She stumbled as her heels were kicked apart and her legs spread to the full extremity allowed by her tight skirt. The home invader held her tightly against the table so that she wouldn’t fall, and then terror struck her she felt his hand reach under her skirt.

Michele was horrified at the prospect of what was about to happen to her. A glimmer of hope surfaced; he would realise she was not a woman and let her go, surely! Then she felt him yank her panties down and was actually relieved when her panties entangled in her garter straps and would go no further. As soon as the pervert reached under her to touch what he thought would be female genitalia he would be in for a terrible shock. He would be shocked by what he found there and would stop what he was doing. He would be disgusted to find out that she was a transvestite and may even beat her, but at least he would stop this perverted attack.

Michele’s glimmer of hope faded when she heard his flies unzip and the sound of him spitting into his hand. She was about to attempt one last struggle when her attacker’s full weight pressed against her backside pinning her to the table. She screamed to herself in her head as she felt her skirt being raised and the gusset of her pantyhose stretch as her attacker’s penis nestled in the bud of the entrance to her back passage. The fool didn’t realise she wasn’t a woman! He thought she was the lady of the house and he intended to defile her in this despicable manner to gratify his primal urges! Then she felt her attacker’s hard hot member tear through her pantyhose and begin to invade her.

Michele screamed into the gag at the intense pain as the hot cock forced its way inside her. No sound would issue forth around the gag but that silent scream would live in her memory for a long time. The man’s member slid slowly but inevitably deeper and deeper inside her; surprisingly after the initial shock and intense pain she felt as he had entered her, the feel of the invader’s lubricated penis became less painful; it just felt uncomfortable and filling.

Michele felt the intruder’s crotch press hard against her soft buttocks and realised with some relief that he was now fully inside her. She felt him pull her soft bum back hard against him and the gyrations of his hips as he worked his turgid member around inside her tight passage. Then she felt the hot gush of his semen as he spent himself deep inside her; she heard his groan and could smell the stale alcohol on his breath as he bayed and howled with his climax.

Michele was absolutely astonished at what happened next. As her defiler’s glans pulsated and throbbed against her sensitive prostrate, washing it with his hot seed, she felt a stab of exquisite sexual pleasure pulse through her lower regions and she simultaneously stiffened and ejaculated into the crotch of her pantyhose. She couldn’t suppress the pleasure she felt even though she felt utterly debased. She collapsed against the kitchen table as her orgasm subsided and she felt her attacker pull himself slowly out of her and was surprised that it did not hurt but in fact was mildly pleasurable.

Michele could feel that the tight bud of her back passage was left slightly open after the ravaging it had taken and she felt her attacker’s warm sperm run out of her and down her thighs where it pooled in her panties and stained her stocking tops. The front gusset of her pantyhose was soaked with her own spend whilst her attacker’s semen ran down her thighs into her bunched up panties. Her head was spinning with the realisation of what had just happened to her; then she began to wonder what would happen next.

To be continued…………………………………

Part V

 

Carmel rushed into the cell, or as she called it, my 'workroom';

"Come on Michele, the night's only just begun! The waiting room is full of punters, and because you are the new girl, you're top of the menu!" she said, busily fussing around me and helping me to my feet.

I allowed myself to be pulled up off the bed, and stood in front of Carmel (who until today I had only known as Craig).

"Look what he did to me!" I cried; "Look what that disgusting man did to me!"

"Oh shut the fuck up," Carmel crowed. "You'll get worse and you'll get better Michele; that's the life of a working girl here in Chelmsford!" the crossdressed freak standing in front of me explained matter of factly.

"That's just it!" I cried.

"I'm not a girl! I'm not Michele; my name is Mike and I'm a businessman not a woman! And you are not Carmel; some kind of bawdyhouse Madam; as you like to pretend! You're Craig! A guy in a dress, pretending to be a girl! You're just a sad, pathetic, transvestite prostitute living in some made up dream world inside this prison!"

"I'm a big name outside!" I cried.

"A 'Face'! As you jailhouse scum are want to say! I have money, friends, influence" I cried.

Carmel laughed out loud and slapped me hard across the face. I felt the sting though my tears.

"No honey! You have it all wrong! You're inside Chelmsford prison honey and you are whatever Eddie want's you to be!"

"You're Michele! You're Eddie's property; and you have about five minutes to get ready because customers are waiting!"

"Now pay attention, you really are on your own after I clean you up; a girl's got to make her own living too you know, I can't spend all night showing you how to put on makeup and how to dress" Carmel sneered.

She led me back past the five other cells that made up this section of E block. Low light leaked through the bars of the other cells; red shaded bedside lamps had been lit. I saw other 'working girls'; transvestite prostitutes, putting the final touches to their makeup, adjusting the seams on their stockings, or arranging their wigs. They sat on their oversize cots that had been made up with satin sheets; bold colours, black, red, and blue were predominant. One or two of them looked up with their painted faces and smiled at me; but there was no sympathy in their smiles; they were the types of smile that predators gave their prey just before they pounced for the kill. Four of the cells were occupied by Eddie's 'girls', leaving my 'workroom' and the cell across the passageway vacant. It dawned on me as I clattered along on my impossibly high-heels that the vacant cell directly across from me must be Carmel's 'workroom'.

We arrived at the bathroom at the end of E block again and Carmel helped me undress and sat me down in front of the highly polished stainless steel mirror. I washed my face clean and stared at the makeup arranged on the shelf below the small sink.

Carmel said, "Ok Michele; you’ve done this enough times tonight with my help; it's time you went solo."

Carmel lit a menthol cigarette and sat down on a stool beside me, preening herself in the mirror. She made minor adjustments to her own makeup as she sat there and smoked.

It was amazing how much I had learned in such a small amount of time. I took a damp sponge and applied generous amounts of foundation to my face and neck finishing with a slightly lighter coloured powder to set my face. I rouged my cheeks, eventually getting the hang of how to accent my high feminine cheekbones. Carmel had to instruct me again how to apply the rouge after my first attempt made me look like some kind of circus clown with rosy red cheeks. I then applied liberal amounts of eyeshadow, eyeliner, and mascara with minimal assistance from Carmel.

"You're getting the hang of it honey, although you do look like a bit of a panda, but you will become very good at it soon," said Carmel laughing at my efforts with the mascara applicator.

"Besides, the punters like us heavily made-up, it's not like were supposed to be their wives or Moms," She laughed wickedly and applied another coat of mascara to her own heavily made-up eyes.

I finished with another light dusting of powder and applied two coats of plum red lipstick to my pouty lips. Putting on the lipstick I had discovered, was the easiest part. I applied a touch-up coat of bright red nail polish to my toenails and fingernails where they had been chipped. I checked myself out in the mirror with a self-satisfied smirk. Not bad for my first solo effort I thought.

"Wonderful Michele; you are getting the hang of it now," Carmel cooed like I was a good pupil who had learned her lessons well.

Then I took stock of the situation. I had been concentrating on applying my makeup and was amazingly, feeling a shimmer of pride in my efforts! What the fuck was wrong with me! I had also referred to myself as 'SHE' in a number of my thoughts and more disturbingly had subconsciously thought of: 'MY makeup!' 'MY clothes!' and 'MY shoes!' What the fuck was happening to me! Was I turning into some kind of willing participant in this sick, fucked world that Eddie had created inside this prison!

I bought myself back to reality by concentrating on the debauchery I had suffered over the last couple of hours. I had been sodomised and orally raped; my back passage was still sore from Eddie's invading penis. I could still taste the swampy, salty, taste of 'Iron Bar' Steve's secretions which he had deposited in my unwilling mouth; and my ribs and stomach muscles still ached from the pummelling I had received from Eddie during the evening.

I looked in the mirror again and saw what I really was; a small, insignificant male prisoner forced to wear makeup and jewellery. A parody of a woman! A man compelled to dress up in women's clothes so that sick, twisted prisoners could take their carnal pleasures and somehow justify to themselves they were not gay because they took their gratification from a man who is dressed as a woman.

Carmel helped me into a satin robe and then scooped all of the makeup off the shelf and into a small makeup case. She took the wigs with their stands and loaded them into my arms she grabbed my discarded clothing and shoved it with my high-heels into my arms on top of the wigs. Holding the makeup case in one hand she took my hand and started to drag me out of the bathroom.

"Ok Michele, from now on this place is just for you to clean up, shower and shave. Don't leave any clothes, makeup or jewellery here or the other girls will nick it as soon as you take your eyes off it; and then you will have to pay for it to be replaced."

"Everything you need is in your workroom and only you, Eddie, and Mabel have a key."

"Who the fuck is Mabel?" I asked.

"She's an old lifer who likes to crossdress. She's really too old to shag, but some of the cons occasionally give her one when they are short of money. She's Eddie's minder for his stable of working girls. Steve is the muscle, and Mabel is the housemaid is the best way to explain it I suppose."

"Mabel comes around during the day and changes the sheets and washes our clothes. She'll replace your makeup and tend to your wigs. She also takes orders for new clothes, lingerie, and any special costumes when you need them; all done for a small fee, and all done with a smile, she likes to be around us girls," Carmel beamed. "She also takes our bookings and manages the punters in the waiting room."

"What the fuck are you talking about?" I asked Carmel, bemused.

"Look Michele I really don't have time for this; you used to be Eddie's bookkeeper so you should have it figured out by now. Half of every fee we get off a punter goes to Eddie ok. You will probably have to work for nothing for about three months to pay for the clothes and other stuff Eddie has bought you to get you started with. Once you start making money Eddie keeps it for you on a tab; Mabel will deduct your expenses and such and will also give you cash or goods when you need them."

I realised what Carmel was explaining to me of course. As Eddie's prison accountant I had indeed managed his books and was aware that he had someone else look after his 'working girls' and put money into and out of that part of the account; but all I ever saw were the profits. It never occurred to me how complicated this side of his business was.

"Hang on a minute; what the fuck are you are talking about? Expenses? Goods?" I asked.

"Jesus Michele! You just don't get it do you?"

"Everything is a business to Eddie. The clothes, makeup, wigs and so forth you have to pay for. You also pay to have your clothes washed and 'workroom cleaned'. You also pay when you order in more clothes, wigs, lingerie, shoes and stuff. Mabel will bring around the catalogue and an order form for you."

I mind flew back to the times I spent with Eddie as he made me order in women's clothes, nylons, makeup and so forth for his stable of working girls; but I never thought I would be wearing any of it!

"Sometimes if Eddie sees something he really wants to have you wear he'll buy it for you as a present," she smiled.

We had arrived back at my cell; my workroom as it I now realised it to be. Carmel pushed me through the door.

"Ok hun, its ShowTime; put those dirty clothes in the laundry basket, put your wigs and makeup in the wardrobe and get dressed. Try that long black wig hun, it will suit your makeup. As you can see Mabel has laid out your outfit for your first customer, it must be a special request, that's always good because have to pay more."

With that Carmel went through the door of her own cell, sat on the bed and lit another menthol. She punched a button on an intercom located on a nightstand next to her bed and spoke into it.

"Ok Mabel, send him in," she sang.

Carmel rushed across to my cell and pointed to an identical intercom on my bedside table.

"Oh, I forgot to tell you how this works. Its simple hun," she explained, "when the blue light is on you have a punter waiting. Press that button to talk to Mabel in the waiting room. Press that orange button to indicate you are busy, cleaning up whatever, and that red button there is the panic button."

"Press the panic button and 'Iron-Bar' Steve will be here in seconds. But only press it if you have genuine emergency," she advised me, slipped me a wink, and skipped out of my cell to the sound of approaching footfalls.

Genuine emergency! GENUINE FUCKING EMERGENCY!!!!

What could be more of a genuine emergency than being forced into being a transvestite prostitute in a fucking jail!!!!

I sat on the bed and controlled the urge to cry. I knew it wouldn't help; all I could do was to get through tonight and then figure out a plan to get of the indescribable mess I was in.

I looked down at the clothes arranged on the black silky sheets. A 'special request' Carmel had said; what the fuck? Resignedly I started to dress.

First I open the package of hosiery. It contained a pair of white, sheer to the waist pantyhose. As I slid the sheer nylon up my legs those little electric sparks of delight again ran through me. I hated myself for enjoying the sensation of it! The sheer waistband was snug around my tummy and I tucked my deflated little penis between my legs to be held there by the gossamer nylon gusset of the pantyhose. Next I slid a pair white full brief satin panties up my legs and pulled them snug around my bum and groin. The rasp of the silky panty material against my sheer hose was so sensual that I felt my little cock pulse.

I slid the matching white satin bra around my chest and went to the drawer where I knew my breastforms where kept and placed them neatly into the bra cups. 'My breastforms'…………what the fuck had happened to me!

I concentrated on getting dressed and tried not to think about the exquisite feel of the nylon and satin on my skin. A pair of plain white high-heeled pumps was at the foot of the bed and I slid my feet into them and stood up. A single pristine white cotton tunic was laid out on the bed so I stepped into it and pulled it up my body. As I started to do up the buttons on the front of the tunic I realised what it was. A nurses uniform; 'Special Request' in-fucking-deed!!!

As recommended by Carmel, I placed the long, raven haired wig on my head, adjusting it in the mirror on the wardrobe door. I picked up the little white nurse's cap with the Red Cross on it and placed it on top of my head. I looked stunning!

In the full-length mirror was the image of gorgeous nurse in a crisp white tunic buttoned to her throat. Her long legs shimmered in gauzy white nylons below the knee-length hem of her skirt. Her legs terminated in the pristine white high-heeled pumps. The nurse lost all credibility however when you looked at her face. She was so heavily made up; with lashings of mascara and plump red full lips framed by her glossy black mane. The little white cap with its Red Cross added to the image; the girl in the mirror looked like a tramp in a nurses uniform; the same sort of fetish clothing worn by the girls in men's magazines that I liked to masturbate over.

I looked down at the bedside table and noticed the little blue light flashing. My trembling hand extended a red-painted manicured, finger-nail and pushed the button.

"Send him in," I whispered hoarsely.

Oh my God; what was I doing? The only thing I could I realised; do what I was told or have my legs and face broken. It was only for one night and soon it would be over. I would escape; I would tell the Warden, my lawyer; someone who could get me out of the obscene mess I was in!

I sat on the bed and waited. My eyes drifted to the cell across the way and I saw Carmel. She was standing up in her cell, bent over and holding on to bars of her cell for support; her painted red fingernails digging into the palm of her hand as she tightly gripped the iron bars. Her skirt was rucked up over her back, her pure white arse raised suppliantly into the air. Positioned behind her a large black man was pounding himself in and out of her. As he slammed into her he grunted and pulled her soft white arse back against him so he could drive himself in her as far as he could go. Carmel's heavily made-up face looked idyllic as she concentrated on maintaining the rhythm whilst she was anally pummelled. She open her eyes and looked at me through the bars, she smiled at me, winked and then closed her eyes again as she rocked back and forth on her high heels, her sheer stockinged legs glittering in the low red lamplight.

I head heavy footfalls approaching my cell and realised it was my first customer. I silently prayed.

A shadow fell across the doorway to my cell and the footfalls ceased. I looked up under the dark fringe of my hair; the heavy mascara and eyeshadow causing my eyes to reflect like two deep blue pools. My eyes met with a large man in his late forties. His thick arms heavily tattooed, burly chest and huge pot belly were barely contained by his faded blue singlet; faded denim jeans hung beneath his large belly and his shoes were prison issue boots, scuffed and poorly repaired.

I recognised him immediately; it was Harry Watson; or 'Doc' Watson as he was called by all who knew him. He was one of Eddie's 'enforcers'; a good mate of Iron-Bar Steve and just as ruthless.

Harry stepped into the cell and held out his rough dirty hand to me. I took it in mine and stood up, shaking in fear with what was about to happen. Harry looked me over slowly with hungry eyes. He looked down at my white high-heeled pumps and followed my shapely; nylon encased legs to where they disappeared inside the hem of my nurse's tunic. The white pantyhose shimmered in the low scarlet light cast by the bedside lamp. His eyes continued up my crisp white uniform, resting for a few seconds on my large false breasts, straining the buttons of the tunic. He then continued his gaze up to my face, his eyes engorging themselves on my full plum-red lips, my heavily mascaraed eyes, my rouged cheekbones framed by the jet-black mane of my hair. Finally he looked at the little nurse's cap with its silly Red Cross perched on my head.

"Fuck, you are worth every penny I've paid; now the Doctor want's his nurse!" he groaned and pulled me to him.

His foul tongue thrust into my mouth as he crushed his lips against mine. He groaned and his hand went straight under my skirt and began to brutally squeeze my buttocks through the silky satin panties and sheer hose. Harry pulled me close and as his rancid breath panted into my mouth, I felt his rock hard penis pushing against me though the fabric of his jeans and my skirt. He pushed me away from him releasing his grip and looked me up and down again with wanton lust.

"Lift yer skirt!" he demanded.

"Whaaat?" I stammered, dazed and confused.

Slap! Harry's hand snaked out and backhanded me across my cheek.

"Lift yer fucking skirt Nursey or I'll tear the fucking thing off you!" he shouted.

I looked down at his feet and took the hem of my pristine white cotton skirt in both hands and slowly raised it up my thighs. Harry's eyes followed the hem and opened wide as my firm thighs, encased in gossamer white nylon, slowly came into view. He gasped as the first glimpse of white satin panty was exposed and couldn't help him self; he reached out and stroked his hand up and down by thighs; his rough hand slithering over the gossamer nylon.

"Oh fuck, you're just what I asked for; I can't wait any longer Nursey or I'll come in me pants!"

With that he grabbed me roughly and spun me around so I was facing the bed. He pushed down on my shoulders and I fell forward doubled over so I that was tottering on my heels with my weight supported by my outstretched hands on the bedside table. I heard a ripping sound that could only be the zipper of his fly being pulled down. Inside I screamed and prayed, hoping what I knew was coming next wouldn't happen.

I felt Harry lift my skirt up and push it over my back so that my silky arse was exposed and thrust up at him as I gripped the nightstand to keep my balance. Then I felt a hot iron bar pushed against my pantied ass it rubbed all over my satin encased buttocks. I realised it was Harry's erect penis. Then I felt his erection slide under the silken gusset of my panties and wedge itself in the crack of my arse.

Instinctively I tried to move forward and away from the invading member but Harry gripped my waist, cruelly digging his hands into me as he held me steady.

"Oh no you don't Nursey; hold still while the doctor tends to you," he hissed.

I could feel his hard cock rubbing against the thin gauzy nylon of my pantyhose as it pushed the silky material into the crevice of my arse crack. Then I felt Harry reposition his member so the head was nestled in the rosebud of my sphincter. Now the thin layer of pantyhose was the only protection between my anal canal and his hot throbbing cock. I felt harry pull the gusset of my panties across my buttocks so that he had an unobstructed view of his penis poised at my rear entrance; his erect member pushing the nylon of my pantyhose tight against my sphincter. He said one word.

"Lube!"

"Whaat?" I stammered again.

"Lube! Or you can take it dry, but I think you will appreciate some lube Nursey!"

I knew what he meant then, and although horrified I remembered the torture of Eddie's rampant member invading my unlubricated anus. I reached under the pillow with one hand and searched for the tube Carmel had put there previously this evening. I grasped it and thrust it out behind me, rocking precariously on my high-heels as I held onto the nightstand with only one hand.

"No, you do it Nursey," Harry laughed.

He took the tube of KY jelly and squeezed a big blob of the cool slippery liquid into my hand.

"You do it! And be nice and gentle I don't want to come before I get it in yer!"

I awkwardly reached behind me and felt around until my hand came into contact with Harry's hot engorged pole. It was rock hard and as I put my small hand around it, it felt enormous and menacing as it throbbed in my hand. Harry looked down to see me standing legs wide apart on high-heeled feet, my legs encased in diaphanous white nylon and my white satin panties pushed to one side of my arse. He watched as my long delicate fingers, their red painted nails glimmering with the shine of the lubricant, slid feather-like up and down his hard cock, coating it with a generous amount of KY jelly.

I looked to one side and saw that I had left the wardrobe door open and I could see Harry and myself in the full length mirror. I looked just like a pretty nurse, a slutty nurse with a ridiculous cap perched on her head, bent over, pretty and pathetic as I reached back behind me and slowly smeared lubricant up and down Harry's penis. This nurse was about to be raped! Then I looked up and saw that Harry was looking at the same image and that he had a huge grin on his face.

"Oh Nursey, you're going to get it now!" he groaned.

His hands gripped my hips tighter and I felt his now lubricated glans press hard against my sphincter. But there was something preventing his entry; the nylon of my pantyhose! He hadn't pulled my pantyhose down or torn a hole in them!

"Pantyhose!" I gasped.

"Yes, I love them!" exclaimed Harry and gave an enormous thrust with his hips.

Christ! I felt the head of his penis slide inside my tight hole, the lube assisted but the nylon gusset of my sheer to the waist hose was also pushed inside me. The pain of having Harry's hard cock was bad enough but the nylon wrapped around the head of his cock was like sandpaper on the walls of my rectum.

"Oh God!" I groaned in agony and looked at my reflection in the mirror.

I was impaled on the head of Harry's cock as I stood with my legs spread, skirt hitched up and Harry's huge gut hanging over me as he thrust harder. I could see his eyes closed in concentration and ecstasy as he stuffed more of his tumescent member inside me. I felt my pantyhose grow tight around my buttocks and between my groin as harry forced more of the sheer fabric inside me, wrapped around his hard cock. He was groaning and gripping me so hard that the pain was almost more than I could bear; I felt a searing heat as my insides were invaded.

Suddenly I felt the flimsy nylon pantyhose give and Harry's well lubricated shaft drove itself all the way inside me as the resistance of the nylon parted. It was so big and in me so deep that it knocked the wind out of me and rocked me on my heels. I felt Harry's flabby thighs against mine, his jeans whispering on my nyloned legs as he ground into me. His large gut now rested firmly against my lower back and my hands gave way as his full weight was pressed against me.

"Don't fall over Nursey," he laughed, "I'm just about to start the ride!"

With that he pulled me up and back against him so that I was standing. I was rocking on my heels but Harry held me firm and spun me around so I was pressed hard against the mirror. My skirt had fallen down and was covering our intimate parts where Harry and had me impaled on him. He pushed me harder against the mirror and I smelt his rancid breath as he started to kiss my neck. One hand held me locked against the mirrored wardrobe as I felt the other fumble around at the front of my skirt. His hand went under the hem and began to stroke my pantyhosed thighs as Harry started to slowly rape my back passage.

It was not as excruciating as when Eddie raped me without the lubricant, but Harry's cock was a lot thicker and I felt so full of him that I would explode. Harry started to thrust slowly in and out of me, hardly moving his cock more than an inch in and out; he was panting as he slobbered at my neck, kissing and licking me with his foul mouth.

Harry's hand stroked my thighs and groin as he slowly fucked me, he obviously delighted in the feel of the slinky nylon and satin on his skin because he had shucked down his pants and was pushing his crotch hard against my pantyhosed arse on the in stroke. Harry now began to fuck me harder and faster, he breath in great explosions as he established a had and fast rhythm.

"Open your eyes bitch!" he gasped against me, "look!"

I opened my eyes and was humiliated by what I saw reflected in the mirror. Harry was thrusting against me, his jeans around his ankles and his sweaty body moulded to my back; his hand was under the front my skirt ferreting around, pawing and stroking. Harry's ugly face was beside mine and he slobbered at my neck. He was thrusting in and out pivoting his waist to get all of himself inside me, rubbing his balls on my nylon covered ass at the top of his in-stroke.

My back passage was filled and it ached with the size of the invading member that slid in and out of me, but oh god no! I could feel the spongy hard mass of Harry's glans as they pushed on my prostate; I couldn't believe it but again I felt the first ripple of sexual pleasure. I was not about to give this pig the idea that I was becoming aroused so I decided to end this rape as soon as possible.

I leant forward more so that my buttocks pushed out further and scrunched my hips from side to side to increase Harry's pleasure and ensure my nylon encased cheeks rubbed against him, as he obviously loved the feel of that. I turned my head sideways so that harry could stretch his fat neck out and kiss my pouty lips; I gagged on his breath but concentrated on trying to get Harry to come.

Harry now stepped back slightly and pulled me with him so that I was again bent over with my legs spread. Harry now started to pound himself heavily in and out of me. I though that he would do some serious damage to my insides if he didn't stop soon; the pain was enormous, but I still had the tingle of excitement every time his cock rubbed my prostate. Harry fucked me harder and harder and was really grunting and panting now. He gripped my hips and pulled me back hard against him as he thrust forward and held me rock steady as he pulled back. He was now jackhammering himself in and out of me, groaning and cursing.

"Fucking bitch! Fucking Whore! Fucking take this you cunt!" he screamed.

He pushed in hard and ground his balls against my nyloned cheeks as he shuddered. His grip on my waist was like iron. I felt his cock start to convulse inside me as it shuddered and secreted his hot spend. Harry's cock actually expanded and I felt the walls of my back passage begin to tear as Harry came deep inside me. I felt jet after jet of hot seed stream into me as Harry stated to rock slowly back and forth again. Harry's semen further lubricated his cock and some of the pain went away. Harry was still hissing obscenities as he completed his climax. I felt his spend drip from my sphincter and run down my nyloned legs.

Harry pushed me forward and thrust back so that his cock slid out of me, a torrent of his semen joined the trickle running down the inside of my legs. I couldn't believe how much semen he had shot into me.

I couldn't move, I was bent over, my back aching, my legs locked apart and my back passage throbbing in agony. Harry pushed me sideways and I landed on the bed, sitting up, my legs spread and skirt hiked up.

Harry leant over me and kissed me full on the lips.

"That was worth every penny; you are one hot nurse," he laughed.

Harry grabbed a handful of my clean white skirt and wiped his cock on it. The silvery gleam of semen and KY jelly stained the fabric; there was also a faint trace of blood.

Harry hitched up his pants and made for the door, tightening his belt; he looked back at the dishevelled, raped, nurse sitting legs akimbo on the bed, a look of shock on her face and her tunic stained with semen and blood,

"Yep, you are one fucking hot nurse alright; maybe next time you can play Nun!"

I heard his laughter fading as he walked down the passageway past the other cells to what I presumed to be the waiting room. The waiting room where undoubtedly there were more customers waiting. I closed my eyes as the tears ran slowly down my cheeks.

 

 

 

 

To be continued……………………………………………………………………………..

Like most crossdressers, for most of my adult life I have had the urge to dress-up as a woman for short periods of time, and I often used to dress in my wife's underwear when she was away on business. Since the divorce some two years ago, me, Michael, the respectable businessman, likes to transform into Michele, the sexy secretary (or naughty nurse; or whatever takes my fancy at the time) whenever it pleases me to do so. Living alone, and having the privacy to dress when it suits me, I have spent many hours developing the persona of Michele over the last two years. Of course I have to keep my secret life secret; and even though I have a strong desire to do so, I have never ventured out dressed as Michele.

I have acquired an extensive wardrobe, first at opportunity shops and then later at women’s clothing shops, insisting to the shopkeepers that I am buying the clothes as presents for my wife. Lingerie is easy to buy, as it is never considered unusual for a man to buy nice underwear for his wife or lover.

I bought my first pair of women's shoes from an opportunity shop, and once I had figured out my size in women’s shoes, I went ahead and purchased many styles of high-heeled pumps and sandals; again insisting to inquisitive shop assistants that they were presents for my wife. I sometimes even had the boxes gift-wrapped to maintain the façade.

I have experimented with wearing my wife's makeup with various degrees of success and failure during the years of my marriage. After she left me I obtained all the makeup I needed easily by purchasing a couple of complete makeup kits ("its for my niece's birthday; she's just turned thirteen" I told the shop assistant). I have added more cosmetics to this makeup collection by throwing any cosmetic item I desire in with the week's groceries when I’m out shopping. No one ever questions me at the checkout; husbands just pick up whatever their wives have written down for them on the shopping list after all.

It is easy to purchase women's jewellery of course, but my biggest problem was how to get my hands on some nice wigs. The problem was solved when I was sent by my firm interstate to Sydney on a business trip. I went to Paddy’s Market and there a sympathetic lady in a market stall that sold women’s wigs helped me pick out and try on three different wigs of varying styles and hair colourings. I purchased the wigs and then went up to Oxford Street where I went into a ‘specialty shop' and bought two pairs of breastforms in different sizes.

I love being Michele; I transform into her at every opportunity I get, and I spend most evenings and weekends dressed and fully made-up. I do not consider myself gay; in fact when I’m not dressed as Michele my sexual fantasies revolved around women; but when I’m dressed as Michele I often fantasise about being with a man or having a ‘lesbian' encounter with another transvestite.

I am terrified that my secret life will be exposed. When I am dressed I keep all of the doors locked, the shades closed and of course I never answer the door. Although I have become adept at applying makeup and dressing en-femme, and I believe that I make quite an attractive mature woman, I would never dream of going out dressed as Michele.

I read books and look at magazines and movies where transvestites have hot sexual encounters with each other and with male admirers. My favourite place to live out my fantasies is the Internet. I troll the chatrooms and cyber-space meeting places and I sometimes perform on webcam with other TVs and admires. I have been thinking a lot lately of either placing a discreet ad in a sex shop or advertising my availability in a contact magazine.

I check the time once more on the antique clock, and through the gloom I see that it is eight oh five. Now that I have finished working on my legal brief and the house has been made secure, I move towards my bedroom; my breathing quickening in anticipation. It’s time to transform into Michele and have some fun!

I strip off my clothes, shave my face closely and then take a long hot shower. I run my hands all over my chest, arms, legs and buttocks and am pleased to find them stubble-free. I fully shaved my body only two days previously and I used a hair-removal cream to remove all of the hair from the crevice of my behind and my scrotal sac. I can’t go to the beach like this, it would look suspicious being fully shaved. I also have to be careful at work, but working in a busy office where good grooming is expected, it is not unusual for a man to have the hairless ‘Metro’ look. The joke is that when my male work colleagues discuss fashion and the styles of the latest suits; I secretly wish I were dressed in the secretaries’ clothes rather than the latest business suit.

I dry myself off and sit at the dresser. I take my time applying foundation; it closely matches my skin colour and covers up the few blemishes that mark my face. I liberally coat my face and neck with face powder, one shade darker than my foundation; I now have the blank canvas on which to apply the rest of my cosmetics.

I apply eyeliner next, from the inner corner of my eyes to the outer corners, gradually thickening the line as I go. When I have thick black line running along the edge of my eyelashes I reach for my eyeshadow.

I select a pale blue which I apply to my eyelids and then blend it with a shade of dark pink which I brush onto the upper part of my eye sockets and right up to my eyebrows. Then I rouge my cheeks, defining my cheekbones. I like to use more eyeliner, rouge and eyeshadow than is the fashion nowadays. I like to imitate the makeup styles of the eighties rather than the current demure ‘less is more' look.

I apply a light coating of ‘skin-glow' face powder all over my face and neck to set the makeup and to give my face a subtle radiance. I carefully brush lashings of mascara onto my lower and upper eyelashes. I like to wear lots of mascara and have acquired a Maybelline product that does not clot and is relatively easy to apply.

I take my time applying my favourite Max Factor ‘Lasting Colour’ lipstick to my lips. I apply the base coat carefully just outside of my lip-line so that my lips appear fuller. I let the base coat set for a minute and then apply the clear topcoat over the ‘Raging Ruby’ lipstick and purse my lips.

I light a cigarette and concentrate while I paint plum red nail polish on my finger and toenails. Putting on two coats takes a few minutes but the effect is worth it. I keep my nails quite long and manicured; but this is another ‘Metro-sexual’ fad that is common among the men that I associate with at work and it does not attract attention. I stub out my cigarette and consider getting a drink. No, I decide I want to finish dressing first.

I study the three wigs sitting on their stands. I have a blonde shoulder-length, a black bob with cerulean highlights through it and my favourite brunette, with cerise highlights. I select the brunette and carefully lift it from the stand and brush it with my special wig brush. I admire the sheen of the artificial hair as I position the wig on my head and adjust it so that the fringe is straight and level with my eyebrows.

I open the bottom drawer in the dresser and there are my two pairs of breastforms. I take the smallest pair as I want a certain look tonight; more sophisticated then the bawdy size forty-two’s would permit. I affix them to my shaved chest with medical adhesive tape and cosmetic gum.

I open another drawer in the dresser and select a packet of flesh-toned sheer-to-the-waist pantyhose. I like to wear pantyhose as a foundation garment to help flatten my tummy, and to cover the small nicks and varicose veins on my forty-year-old thighs and ankles. I feel the first small tingle of excitement as I smooth the pantyhose up my legs and over my tummy and buttocks. I carefully arrange the toes of the hosiery around my painted toenails so that I don’t ladder them.

I stand up and walk over to my armoire. The armoire is an extravagance that I bought the week after my wife moved out and it is now filled with all of my female attire. For some reason I can’t mix my female clothing in with my male clothes. The built-in-robe that holds my boring business suits, shirts and dress shoes holds no interest for me tonight. Tonight I am totally absorbed with my armoire and the girly treasures contained inside its oak doors.

First I select some lingerie from a deep wooden drawer; the lingerie has acquired the delicate fragrance of the camphorwood drawer and I bring it to face and feel the sensuous satin on my skin and inhale the feint perfume. I place the lingerie I have selected to wear on my bed. My bed is a king-size four-poster with scarlet satin sheets and a black chintz comforter; another extravagance that I indulged in when the bitch left me.

I sit down on the bed and my pantyhose hiss as they rub on the comforter; little electric sparks shoot through my legs and my penis begins to swell inside the nylon sheath of my pantyhose. I push it between my legs and allow it to deflate so that I can continue dressing without an unsightly lump in my crotch.

I step into a white lace suspender belt that is fitted with three garter straps on each leg and then put on a matching white lace brassiere, adjusting my breastforms so that they fill the cups. I sit back down on the bed and slip a pair of taupe nylon stockings up my legs and adjust the dark back-seams so they were straight. I fix the dark welts of the stocking-tops to my suspender straps. My legs have a lovely sheen as they glisten in the lamplight; stockings worn over pantyhose give my legs a gossamer-like appearance and my red painted toenails peek through the sandal-toe-reinforced stockings. I run my hands up and down my legs enjoying the sensuous feel of the nylon but have to stop myself when my penis begins to rouse again.

I pull a pair of white satin full-cut panties up my legs and smooth them around my buttocks and over the suspender belt and then step into a peach coloured satin half-slip. The lace hem of the half-slip flutters against my stocking tops. The scintillating feel of the lingerie on my body arouses me further and I have to reach inside my panties and hose and adjust myself.

I walk back to the armoire and select a navy blue women’s business suit and lay it out on the bed. I step into the skirt and admire the single pleat at the front and the split side. It looks both professional and sexy, but it couldn’t really pass as a business suit because the hem only just covers my stocking-tops. I bought the suit off the rack at Carla Zampatti in Sydney and had the skirt adjusted at a tailor in Oxford Street who is probably the only man in Sydney that would dare to cut a hem that short on woman’s business suit. Of course he is used to the sort of clientele who make such requests.

I button myself into a peach coloured, long-sleeved, satin blouse and tuck it into the waistband of my skirt and close the zipper. I adjust the waistband of my skirt, and adjust the hem down over my slip. The skirt is tight around my buttocks and thighs and the hem sits high up on my legs.