I had never answered a personal's sex ad before. “Middle age couple seeks hung male for fun with wife.” I figured this was as good as any, so I sent a query. Within two hours I got an email reply with attachments. I opened it and read. “57 year old ‘Dick’ and 55 year old ‘Jane’ enjoy cuckolding and were seeking a young man up to 25 years old. Included were 3 photos of ‘Jane.’ As I looked at her photos I was thrilled.



Jane was pretty, mature, full figured, large breasted and had a great smile. The text in the email said ‘Dick’ like to be a cuckold and watch then clean up afterward. “Jane’ was up for most any sexual act so long as mutually agreeable. They asked a photo in return. I had numerous such photos on my computer and attached one of my cock half hard and hanging beautifully. They requested a face shot so I sent them one of those too – me naked in the shower, taken by an ex girlfriend last year. I attached them and clicked “send.”



At 4:30 Dick and Jane replied and asked to meet ASAP. I was free, so I sent a reply with my cell number. In 5 minutes my phone rang. “Dick” wanted to set up a pub meet and greet for this evening, so we agreed to meet at a local Appleby’s at 7PM. I washed, shaved, and did all the proper things to put my best foot forward. I wore tight jeans and no underwear. I grabbed a booth and sat facing the door. I saw them enter at 6:55 and Jane looked exactly as she did in her photos. I waved and stood so they’d notice me, and they did.



I smiled as they approached. Jane had a very sexy walk and a very engaging and alluring look in her eyes. Dick was a chubby and short guy with a pleasant smile. We met, exchanged greetings and Jane slid into the booth beside me with Dick sitting across from us. I knew I was here to ‘perform’ as it were but Jane was so alluring I’d wished she’d sat across from me so we could exchange glances, but I guessed there would be plenty of time for that later.



They were very nice, a tad bit nervous and very eager. We all three laughed when it was revealed we’d never done this before, so we were all newbie’s, as it were. After a couple of cocktails Dick and Jane were ready to go. They had a hotel room two blocks over at the Embassy Suites and invited me along. I followed them and parked next to their Caddy. We all went up to the fourth floor to their room.



For me this was the nerve racking part. How does one proceed? Do I just grab her? Do I wait for her to warm? Do we get plastered so there are no inhibitions? Dick sat in the chair and smiled. “Mike, please use my wife for your pleasure,” he encouraged. ”I will film and photo and generally stay out of the way, so please, fell free to seduce her and act as if I am not here at all.” They had briefed me that they wanted to play as if she was cheating on her hubby, so I decided to do what I would if I met a woman in a bar and brought her back to my place.



Jane was nervous but very eager, all smiles and warm glances. I sat on the couch in the suite and patted my lap for her to sit on me. She balked. “I will crush you!” she gasped. “No beautiful, you’ll entice me!” I replied. She grinned and gently sat on my lap and fell back into my left arm against the arm of the couch. Being this close to her really worked it’s magic. She smelled of expensive perfume.



“You are one gorgeous woman, Jane,” I began. She truly blushed. “Really?” “Yes, really! You are an abundant matron of a woman, and I mean that in the best way possible. Your beauty and innate sexuality are apparent and I am very attracted to you.” I could see out of the corner of my eye Dick was looking at a small computer monitor as his static and tripod mounted digital video camera recorded the seduction. He began to rub his crotch and strain to hear my words to her. Apparently he wanted the entire fantasy whereby I seduce his missus.



Jane looked at me with those deep blue pools of expressive eyes and I held her face in my right palm and kissed her gently. She was eager and not shy once physical contact was begun. As we kissed she issued forth small whimpers and moans of anticipation and hopeful pleasure. “I hope my husband never finds out about this,” she said, playing her role. “He won’t Jane. Just relax.” Of course it was all part of the act so I had to ‘act’ too. I would prefer to just pound Jane, but hey, if all I need to do is a little pretending to fuck such a fetching creature, well, I could play pretend for a bit I guess.



“Such a sexy woman should be served and pleasured,” I told her. “Any man would be fortunate to have your attentions and affections,” I continued. Jane liked the flattery. I began to run my right hand up and down her exposed thigh. She wore a sort of tight knee length skirt with a slit up the side. I ran my hand all the way to near her crotch. As I did she took small breaths of pleasurable anticipation. “Your hands are warm Mike,” she told me. “Honey, if ya want heat, I’ll give ya heat.” She grinned in playful anticipation. “I’ll just bet you will!” She was growing comfortable and bold, so I went on in earnest.



“You have magnificent breasts love. In fact everything from head to toe is magnificent. I am indeed a fortunate man tonight to be the one you chose to be with. You could have any man you wanted!” I was only half play acting in that statement. Jane was gorgeous and hot, at least to me. I liked ‘em very mature and full bodied, and she was both in spades. Her face was lightly lined with age as it should be. Her hands were feminine, her touch very halting and inviting all at once. If I’d seen her out in the streets I would have been immediately attracted to her on the spot.



I pulled her mouth to me and kissed her more urgently and she returned my eagerness with abandon. She was a sloppy kisser and I liked that too. Her tongue licked my lips and chin as my hands found their way to those glorious orbs on her chest. Her nipples were hard as a rock beneath what felt like a very substantial undergarment.



“Might I have the pleasure of disrobing you?” She smiled. I knew for me to do that for her took some of the mechanical elements from the equation. I began to unbutton her crisp white blouse as we shared more very passionate kisses. Her right hand found its way to my opened shirt and began to rub my chest and nipples gently. My cock began to fill in my jeans and she could feel it beneath her ass.



“Stand for me love,” I asked. She did and faced me. I knelt at her feet on my knees and played up the “serving her needs” aspect. I removed her skirt to find an old time garter and hose – no underwear. The garter was a simple, unadorned black Lycra job. I liked those much better than the frilly and rather silly looking ones. I preferred the utilitarian look and duty of the older models. It was as if Jane could read my mind. Her four inch heels made her calves and thighs look incredible – full, well shaped and just plentiful enough to look proportional on her. Her muff was almost completely trimmed. I nudged her legs apart just a tiny bit and was really turned on by her substantial labia. It was wrinkly and full. I was eager to gnaw on it.



I rose and finished unbuttoning her blouse. It fell from her shoulders and another great surprise revealed itself for me. She wore a matching long line bra. Her naked shoulders, the heavy foundation garment coupled with the simple and very sexy garter, hose and heels almost caused me to dump a load in my jeans. Momentarily I felt jealous of Dick for getting this creature all to himself. I left her exactly as she was and took a few steps back to admire her beauty. She was alluring. She removed her huge and pretty tits from the cups of her long line bra, leaving on the bra but letting her tits shake freely.



I began to undress before her, I slid off my loose cotton button down casual shirt and she cooed her delight at my pecs and shoulders. I then dropped my jeans freeing my cock. Jane thrilled her pleasure at the sight of my growing cock popping free from the tight jeans. Her eyes locked onto my cock. They widened as I then pulled on my cock a bit. It stood off my belly at half mast, swollen, distended and fattening right on cue. Jane took her turn and fell to her knees in front of me. She fondled my cock and looked up into my eyes. I must confess at that moment I had to fight cumming from the sight of this tall and substantial woman at my feet, my cock in her hands as it grew and she anticipated my using it in her.



I took her by the hands and lifted her to her feet. Jane was tall in her heels – eye to eye to my 6’1” height. Her pageboy salt and pepper hair smelled great as I nuzzled her neck. She wrapped her arms to me and pulled herself so that we were now one. My cock slid between her legs and was now almost completely hard as she closed her thighs tightly to hold my cock there. I could feel her wet and hot pussy on the top of my hardon. I had not planned it this way, but struck while the iron was hot. In her heels I could easily insert it in her was we stood, so I reached down and pushed the head of my cock into her cunt. She opened her legs a bit and my cock slid in easily despite its size and considerable girth.



Jane opened her eyes wide in both pleasure, surprise and perhaps a feeling of fullness. I slowly moved to and away from her to lubricate and pave the way to the pounding I would give her if she could take it. I found myself being taken in by her lust and desire. Added to my own, I almost completely forgot I was here to do a job – acting and all, but this felt so natural it became less acting and more genuine desire and doing. I withdrew after 3 or 4 minutes of teasing her. I could smell her juices now and I was being fueled by it. This was one very sexual woman.



I sat on the couch again, leaned back and slid my hips forward. I then turned her around so that she faced away from me. I knew Dick would enjoy this view as she lowered herself onto my cock. She grunted as she did and as her weight allowed her to, her pussy engulfed all of my cock. She began to grunt as she merely slid forward and back on my cock. I put my hands on her generous hips and enjoyed the sight of her plentiful ass smashed against my belly. Dick must have liked the sight because he began to jerk his cock in earnest.



I reached up and cupped her large breasts and held them off her chest and that did it for Dick. He moaned loudly and I saw his cock spurt cum into the air. I began to tweak Jane’s huge, fully swollen and distended nipples and she began to cum. I pulled her all the way back until she was letting all her weight rest on my chest. I reached down and lifted her by her thighs and all my cock slipped all the way into her warm depths. Her orgasm became intense and I felt her shoot fluid on my balls. I let her guide the effort until she was spent.



We rose and I took her by the hand. I led her to the queen sized bed and sat her on the edge of the foot of the bed. She leaned back onto her hands, her massive tits fell off to the sides of her chest and I fell to my knees. I pulled on her ass, lifted her legs and buried my face into her soaked cunt and began to suck on her labia. I would estimate each lip was a good one and a half inches as it hung wrinkled and swollen before her cunt. I flicked my tongue over her clit and the hood and could taste her copious and pungent fluid. She began to cum again almost immediately.



Jane bucked against my mouth and I just sucked on her labia even harder. My mouth was filled with her pussy lips as I sought her cunt with my tongue. I alternated between tonguing her cunt as deep as my tongue would go, then back to sucking her clit, labia and hood, then back again. The alternating attentions to her highly sensitive womanhood drove her to the brink and she gushed into my face as she grunted her orgasm. I stayed locked on her clit until she was screaming into a pillow, her ass wiggling and her trying to get away from me. I sucked her cunt even harder and she finally stopped moving.



I rose, my face covered in her fluids, and pulled her back to her now wobbly legs. She had to hold onto me to keep from falling. We kissed passionately and she began to lick her cunt juice from my entire face. That drove me to insanity. I pushed her onto her back. She opened her legs wide and I knee walked to her pussy, my hungry cock leading the way. She was so wet I could just let my cock play over the opening and then her cunt would seemingly suck my cock into it. On the third of fourth poke in that vein her pussy swallowed my cock as she pulled me by my hips to her.



I let my weight collapse onto her and she screamed in pleasure, pulling harder on my hips to get even deeper. I had an 8 inch cock and had never had a young girl do that to me, but this matronly and mature vixen knew what to do, when and where to do it and she did! She pulled her own legs back by placing her hands on the inside of her thighs. I held myself up on locked elbows and pummeled her pussy for all my 21 year old ass was able to do. She began to talk so filthy. “Fuck this pussy! Is this your pussy? Make it your pussy! My pencil dicked husband could never do me like this! Fuck me hard Sugar!’ I began to slam her as hard as I could and she was huffing and making noises.



“I want you to impale me on this cock Baby,” she growled at me. Jane began biting my shoulders like she was in heat and she was. At each deep thrust she let out a guttural agreement with the impaling penetration and was eager for each following thrust to follow. She grabbed my ass and pulled me in and I worked her to a frenzy. She began to perspire and grow flush. She gushed another orgasm.



“Get on your knees Baby!” I commanded. “I am going to give you more cock than you have pussy!” I teased. Her eyes lit up and she eagerly rolled onto her side and then her knees. She leaned her head down, placed her shoulders on the mattress and began to fondle her own huge tits as I knee walked again to her pussy. I didn’t touch her at all – I just placed my cock head at her opening and let it enter her. She then did my work for me by thrusting back against my pubes to get all 8 inches in her and she got it all! Her moan was plaintive and wanting. “Fuck Yes!” she screamed into a pillow. She began to scream really loudly, thankfully still into the pillow.



“Fuck me! Hard! Hard! Break me open with that cock!” I placed my hands on her hips, got up on my feet and squatted down to meet her backward thrusts. I put my hands in the small of her back to further tilt her worn cunt up to my cock and I slammed her. Her screaming was disconcerting, but she kept screaming for so much more into the pillow that I was sure she would smother. By now sweat dripped from my brow onto her back. I was feeling the cum building in me and I announced I was about to drown her in it.



“In my mouth Baby. On my face! Cover me,” she screamed as she slid forward and rolled onto her back like a champ. I rose and stood on the mattress, my legs shaky and weak. Jane got up onto her knees and placed my unused left hand onto her head. She grasped my cock in both of her hands and then looked into my eyes as she jerked me off onto her. I began to gush hot streams of cum.



The first was a mild shot that landed on her chin, lips and cheek below her right eye. The second spurt hit its stride and covered her forehead and hair. She stuck out her tongue and pulled for more which I deposited on her lips and into her waiting mouth. She kept milking Mr. Johnson until I was spent and near collapse. I opened my eyes to see her covered in cum. She was still looking up at me smiling. She mouthed the words “wow!’ to me as she licked the head and then sucked it all into her mouth.



Like my fantasy porn star Candy Samples, she used her tongue on the underside to finish my pleasure. My sweat was running in rivulets down onto her face too and she was trying to catch it with her tongue. I heard a rustling behind me and remembered her husband was sitting there naked and jerking off. I had become so enthralled at this Heavenly mature creature, I had almost forgotten I was performing as well as getting a great fuck. I leaned forward to the wall and turned around. I remained standing on the bed milking my cock further as Dick jumped onto the bed. He crawled up Jane, licking first her thighs, then pussy, then licking my sweat and cum from her body.



When he got to her face she held her mouth open for him and began a vile stream of chatter to meet his cuckolding wishes. “Eat his cum, you wimp! Lick it all up! If you miss a drop I will never let you even jerk off in my presence again! Lick me clean!” He licked her shoulders, tits, neck, face, took her hair into his mouth to get those ropes of sticky cum and then she leaned her head all the way back and opened her mouth wide. He tongued her mouth clean of my sperm. I dropped my cock in fascination at their post coital ritual.



Dick cleaned her free of cum for sure. I got off the bed and collapsed onto the other bed in the room and gathered my senses. I curled up and watched and listened to the fascinating exchange from this point. “Did you like watching a real man fuck me? Did you hear me screaming? I am a slave to his cock! I will leave you if he wants me to, you pathetic little man! I belong to him now. He is my master, his cock my alter.” I looked at her and she looked at me and winked and smiled an evil little grin. I smiled back loving every minute of it.



I remained seated and enjoying the little show until Jane commanded him to accompany her to the bath. He was to wash her as her male concubine. I was asked to watch his humiliation. I sat on the commode and watched the proceedings. I was getting another hardon and Jane saw that. “Move!’ she screamed at him. She reached out to me and I took her hand. She pulled me to the huge shower and fell to her knees to engulf my cock in her mouth. She made him sit and continue to wash her nakedness as she sucked me.



I held onto the shower curtain bar as Jane swallowed more than half my cock. She began to worship it and me in front of him to add to his cuckolding and humiliation. “Watch me suck this beautiful and strong cock you pathetic little man,” she again called him. He washed her back as she sucked and pulled on my now completely hard cock. I stood on my tiptoes as I could feel the cum building.



“Does my beautiful stud want to cum again? Are you ready Lover? Can I stroke your lovely seed into the worm’s mouth? May I do that Lover?” I smile my acceptance. She reached back and pulled him by his balding hair to directly beneath me. She stood and stroked me and kissed me very passionately. “Open your mouth!” she hissed at her husband. “Drink from the source, you little bitch! Open wide and taste his seed!” Jane alternately kissed me, tickled my nipples and told me she wanted to do this again as soon as possible. I began to cum as she kissed me, smiled and licked my nipples. As the first gush landed in Dick’s’ mouth she gently stuck a fingertip in my asshole and smiled at me as she pumped my rod with her other hand.



My cum filled his mouth and she admonished him to “swallow it all!” He stuck out his tongue as she stroked me and I emptied my balls into Dick’s mouth. As my cum subsided she leaned down, pushed him out of the way and then engulfed my cock head in her mouth again to tickle me to exceptional pleasure. He sat against the shower wall as the water streamed all over him and jerked himself to another orgasm.



I stepped back and grabbed a towel and dried off. I left them in the shower and dressed. By the time I was ready to leave they’d emerged from the shower. “Get my purse!” she commanded. Jane fished and handed me a business card. It had her real name – Susan M. Stanley, Attorney At Law. She scribbled a private cell phone number on it and handed it to me.



“Call me anytime Mike,” she sweetly requested. “Can we have a repeat performance next week?” she asked. I smiled and told her it would be my extreme pleasure. Susan/Jane then looked at Dick or Mr. Stanley as I now knew him and announced “Dear,” she said to her hubby, “I might want to meet Mike without you.” He smiled his pleasure at the thought of that. “Imagine not being able to find me Dear and it’s because this fine young man is fucking me to death!” Again he smiled slightly and nodded his acceptance.



“Now pay the man!” I did a double take. “Susan, I didn’t do this for money . . . “ I tried to intercede, but she was having none of it. “Lover,” she said to me sincerely, “I would give all I have to have this on a regular basis.” She smiled warmly and I could see she was dead serious. Dick fished three crisp $100.00 dollar bills from her purse and he handed it to her. She handed them to me. “ No refusals, Sweetie” she adamantly told me, a huge smile on her face as her eyes danced.



“Next time, maybe we can take it up a notch,” she intimated. I looked at her with a puzzled expression. “Well, if you’re open to it, he needs a good abusing by a huge cocked young man too! Maybe one day you’ll let him suck that mighty cock for my pleasure, or maybe more.” I smiled. I was okay with that I guess, although I told Susan I would let her know. She asked if she could call me later. She had something she wanted to discuss with me.



I smiled and told her fine with me. I headed for the door and she followed me. She opened the door and in her full nudity she stood in the open doorway and kissed me passionately. “This was a dream come true Mike. Thank you and I really want to see you again and soon. I’ll call later to discuss some things with you, okay?” She was sugar sweet. I have to admit, I was becoming attracted to Susan’s sexuality. This was all woman, and 55 years old or not, she could fuck with the best of them.



I left, she closed the door and I headed for the car. I had been home for a couple of hours when my cell phone rang. The caller ID said “Susan M. Stanley.” I excitedly answered. My, my, had I fallen into an awesome situation. I patted my cock and whispered to him “Nice job killer,” and answered the phone.