pzmking
02-23-2014, 04:51 PM
I was very against anal for years. I loved watching it in porn and I know other guys think it's the bomb but I was always apprehensive on moral grounds. I just felt that I didn't want to fuck a woman in an orifice that I also had because it was gay even though I would be performing it on a woman. I felt the pussy was enough. But my FwB/ex-girlfriend said I was being homophobic and besides, she always told me she wanted me to be the one to do her. She thought my cock was the perfect size and shape for her and she wanted me to be the one to deflower her rosebud. I resisted and told her why but of course she came at me with some logic, I hadn't thought of (or at least hope she wouldn't think of). She said, since I dont want to do her in an orifice that I also had, then she would stop giving me blow jobs since I also had a mouth. After that I relented. Still I couldn't figure why anyone would want something up their ass. Then she showed me a video of porn actress Sara Jay explaining why anal feels so good. Apparently anal sex for women stimulates the G-spot from a different angle that's even more intense than through the vagina. She had heard that it was intense from her girlfriends and really wanted to experience it and she kept at me for some time. So I've decided to do it.
Sheila lives about an hour and a half away so I packed a bag before work that Friday and during rush hour, I drove out to her house to stay for the weekend. The whole time while I was stuck in traffic, I was thinking about backing out. By the time I was halfway there to the point of no return, I started thinking of my game plan of how I would fuck her. Haha. Can you believe I was afraid of a sex act? It wasn't like it was my asshole.
She and I dated on and off for several years and always remained close friends. Very rare for me indeed. Usually my girlfriends wash their hands of me once we're through. I guess because sex between us was always dynamic, it was more beneficial for us to keep that part of our relationship intact. But every time we've tried to rekindle the romance part, we fall back into the same petty arguments so FwB is a much better arrangement for us.
When I got there, Sheila answered the door wearing my favorite outfit. It was a short and sexy white and blue-striped tennis dress that she knew drove me crazy whenever she wore it. Now my dick was harder than some chinese math. She had all kinds of sex toys and scented candles and stuff laid out. There was new age music on the stereo. Wine, tequila. Hors deoveurs. She really knew how to set a mood. It was good to see her. It had been at least a couple months since I'd been out there.
I could tell she just got out of the shower from scent of the rose fragrant shampoo in her chestnut brown hair. She said she gave herself an enema an hour before I got there. Still I was a little nervous and also worried about hurting her. After we embraced, kissed and made out for a couple minutes, I reached under her skirt and ran my fingers through her freshly-shaven pussy lips. They were drenched. My index finger pushed its way into her molten pussy, then a second finger followed. She moaned and squirmed, kissing and breathing her hot breath on my neck. I pulled my fingers out and put them in my mouth sucking the sticky, juicy treat off my digits. The taste of her pussy always made my eyes light up. We immediately got undressed and assumed our favorite foreplay position of 69.
I had it all planned out in my head how I would do it so she would be comfortable. Figured I'd ride her pussy for a while to get her primed and help me get ready mentally. But she had her own ideas. After we had eaten each other into sloppy wet readiness, she pulled out some lubricant and generously smothered my cock with it from my balls up to my cockhead. I told her to lay on the bed but she pushed me back down on my back and climbed on top of me, cowgirl style. She reached between her legs and guided me, not into her pussy but her already lubed asshole. She slowly lowered herself onto my cock which now felt like it was squeezing into a coke bottle-sized hole that soon stretched out. I thought we would go much slower but by the time she got halfway down my shaft, she eagerly slammed her ass all the way down on my cock. Once her ass was resting on the top of my thighs, she reached back and pulled her cheeks apart then started to gyrate her ass and hips to make sure I was all the way up in there. Damn, it felt good but I thought she'd be tighter for a ass virgin.
"You ok, baby?", she grinned as she leaned over and let her flowing hair dance on my face.
"Am I ok? 'Are you ok?', should be the question!! Are you sure Im not hurting you?", I was still in a little shock but I had to admit, my cock all the way up her booty felt damn good.
"Haha. Im fine.", she giggled as she grinded her ass on my cock like it was child's play. "Don't worry, I've been working up to this with dildos, butt plugs and vibrators for at least a year now."
"Oh, so your not virgin their then," I said, disappointed. I figured we could at least be virgins together since she damn near forced me to do this.
"Only as far as I've never had a real cock up my ass. You're the first, baby! OMG, baby this feels so good!", she cooed as she squeezed her anal glands around my shaft and started milking me. That made me feel a little better. And now despite my former indecision, now I was really glad to be the one to break her in.
I grabbed her ass and started to slowly swivel my hips up to meet her gyrations. It felt like my cock was sliding through a tight greasy fist that was trying to jack me off. The combination of cock thrusts and lube created a vacuum sucking sound along with the squelching sounds of her soaking pussy that was now squirting cum onto my stomach. She leaned over and so her breasts were now bouncing on my face. I alternately wrapped my lips around each swollen nipple and nursed while I banged her bouncing booty.
After about 15 minutes of that, I decided it was my turn to take charge. She climb off my cock and get into a doggy position. I sat up, put a little more lube on and got back in the saddle. My cock seemed even harder than before. It had lost none of its eagerness. Sheila shook her heiney waiting for me to climb back on. Her ass was so inviting, I couldn't resist taking a bite. I stuck my face between her cheeks and licked her asshole. She wasn't expecting that.
"Mmmmm!! Baby. Haha! Gobble it up! Don't stop. DON"T STOP!!" She reached back and pulled her fat, freckly, right cheek to the side and pushed back against my face to allow my greedy mouth better access. I dug my face in deeper and ran my tongue up her crack and across her rectum. Then I took my two fingers again and stuck then into her lonely pussy and I started to rub her G-spot. This made her shake and tremble. She wiggled her fat butt up and down against my face like she was trying to wipe her ass on my mustache and goatee.
I could tell she was ready to cum but I wasn't ready to let her yet. I got up behind her and mounted her. I put a little more lube on my cock and slowly entered her anus again. This time she wasn't as eager to go fast. She didn't have as much control as before and the downward angle was slightly different than when she was on top. I put it in an inch at a time then I would pull it out then back in again. She'd push back as I stuck it in then I'd ease back out at the last second teasing her. Finally, I pushed it all the way in and I heard her grunt through her teeth.
"MMMPHH!! Yeah, like that! JUST like that" she growled. She shimmied her ass against my groin and I felt her ass muscles clamp onto my cock again. That felt even tighter than when she was on top. He breathing became really frantic as I started to saw my cock deeper into her ass. I dipped my hips and groin in an upward then downward motion, pushing my cock into part of her rectum I missed when she was on top. She started to shudder again when I reached around and cupped one of her tits. I could tell she was about to really have an intense cum. Her nipples were really firm and erect. Now she was slamming her ass back against me as if I was still missing a spot. I matched her slamming with some forward thrusts of my own. She was making a noise like a wounded elk, a sound I'd never heard her make before. I got worried.
"Are you ok, babe?"
"Shut up and keep fucking me!!" she yelled angrily and breathlessly between moans and went back to the elk grunts without missing a beat. She was in a zone and she didn't want her concentration broken.
So I started drilling her harder and with every seventh or eighth thrust or so, I would mash up against her ass and grind really hard. After the tenth time I did it, something started to boil.
"Ah..Ahhh...AAAHH! Wait..wait..right there!!! RIGHT THERE!! Oh, shit!!!" She tensed up and I heard her start a familiar but more intense vocal countdown while I was still slamming into her. Her speech start to increase in speed then raise to a high pitched squeal as we came to the end of the ride. "Oh shit. OH SHIT! Oh, NO, BABY, BABY!! DON'T DO IT!! DON'T DO THIS TO ME, PLEASE, PLEASE! PLEEEEEEEEEEEASE!! AaaahhhhHHHHH!!!! OOOOH Shiiiiiiiiiitttt!!" Sheila started to convulse and shake even more than I'd ever seen her do. Veins appeared on the side of her temples. Her asshole all of a sudden felt like a vice around my dick and I couldn't pull out or back to thrust anymore.
Suddenly, I felt my nuts starting to boil. Like my dick was ready to sneeze. As her asshole started to slacken up, I pulled back and started thrusting in and out harder and faster until I seized up and spilled the most intense cum right into her bowels. She screamed she could feel my hot jizz painting her insides. My whole body felt like it was having a seizure or something at least that's what I thought a seizure would feel like if I ever had one before. I collapsed forward on top of her pinning her to the bed as she continued to buck and twitch under me. I wrapped my arms around her and grinded into her ass some more as I spurt out my last pint of cum into her bowels. We laid in bed like that with me on top of her for at least another 15 minutes. All the while, her anal fist still flexing around my convulsing dick.
"Are up ok, babe?" I whispered into her ear. Guess I was kind of worried that she regretted making this decision.
"Um hmmmmm! Thank you, baby!" She purred with satisfied affirmation. She caressed my arms and pulled them tighter around her and pushed her ass back into my groin one last time. "I knew you'd be the perfect guy to do this with. You didn't let me down! That's why I saved it for you"
I didn't know what to say. She was right.
I slowly pulled out and watched my cum slowly oozing from between her cheeks onto the bed. She said even that felt leakage felt good. She pulled her cheek to the side again so I could enjoy the show. A waterfall of my cum dribbling from her asshole. There was a big wet spot under us from our sweat and her pussy juices as she was fingering herself during the whole scene.
We ended up doing it two more times that night but we had to cool it the next two nights because her asshole was really sore which made sense. She'd never had a pounding back there like I'd given her. Toys are one thing but a real piece of meat with its own personal driver is something else.
Poor me. I had to settle for blow jobs and vaginal sex the rest of the weekend. *pouts*
Later, she told me she'd never had an orgasm like that before. It was the best she'd ever had. And now the concept of anal is no longer a problem for me.
Sheila lives about an hour and a half away so I packed a bag before work that Friday and during rush hour, I drove out to her house to stay for the weekend. The whole time while I was stuck in traffic, I was thinking about backing out. By the time I was halfway there to the point of no return, I started thinking of my game plan of how I would fuck her. Haha. Can you believe I was afraid of a sex act? It wasn't like it was my asshole.
She and I dated on and off for several years and always remained close friends. Very rare for me indeed. Usually my girlfriends wash their hands of me once we're through. I guess because sex between us was always dynamic, it was more beneficial for us to keep that part of our relationship intact. But every time we've tried to rekindle the romance part, we fall back into the same petty arguments so FwB is a much better arrangement for us.
When I got there, Sheila answered the door wearing my favorite outfit. It was a short and sexy white and blue-striped tennis dress that she knew drove me crazy whenever she wore it. Now my dick was harder than some chinese math. She had all kinds of sex toys and scented candles and stuff laid out. There was new age music on the stereo. Wine, tequila. Hors deoveurs. She really knew how to set a mood. It was good to see her. It had been at least a couple months since I'd been out there.
I could tell she just got out of the shower from scent of the rose fragrant shampoo in her chestnut brown hair. She said she gave herself an enema an hour before I got there. Still I was a little nervous and also worried about hurting her. After we embraced, kissed and made out for a couple minutes, I reached under her skirt and ran my fingers through her freshly-shaven pussy lips. They were drenched. My index finger pushed its way into her molten pussy, then a second finger followed. She moaned and squirmed, kissing and breathing her hot breath on my neck. I pulled my fingers out and put them in my mouth sucking the sticky, juicy treat off my digits. The taste of her pussy always made my eyes light up. We immediately got undressed and assumed our favorite foreplay position of 69.
I had it all planned out in my head how I would do it so she would be comfortable. Figured I'd ride her pussy for a while to get her primed and help me get ready mentally. But she had her own ideas. After we had eaten each other into sloppy wet readiness, she pulled out some lubricant and generously smothered my cock with it from my balls up to my cockhead. I told her to lay on the bed but she pushed me back down on my back and climbed on top of me, cowgirl style. She reached between her legs and guided me, not into her pussy but her already lubed asshole. She slowly lowered herself onto my cock which now felt like it was squeezing into a coke bottle-sized hole that soon stretched out. I thought we would go much slower but by the time she got halfway down my shaft, she eagerly slammed her ass all the way down on my cock. Once her ass was resting on the top of my thighs, she reached back and pulled her cheeks apart then started to gyrate her ass and hips to make sure I was all the way up in there. Damn, it felt good but I thought she'd be tighter for a ass virgin.
"You ok, baby?", she grinned as she leaned over and let her flowing hair dance on my face.
"Am I ok? 'Are you ok?', should be the question!! Are you sure Im not hurting you?", I was still in a little shock but I had to admit, my cock all the way up her booty felt damn good.
"Haha. Im fine.", she giggled as she grinded her ass on my cock like it was child's play. "Don't worry, I've been working up to this with dildos, butt plugs and vibrators for at least a year now."
"Oh, so your not virgin their then," I said, disappointed. I figured we could at least be virgins together since she damn near forced me to do this.
"Only as far as I've never had a real cock up my ass. You're the first, baby! OMG, baby this feels so good!", she cooed as she squeezed her anal glands around my shaft and started milking me. That made me feel a little better. And now despite my former indecision, now I was really glad to be the one to break her in.
I grabbed her ass and started to slowly swivel my hips up to meet her gyrations. It felt like my cock was sliding through a tight greasy fist that was trying to jack me off. The combination of cock thrusts and lube created a vacuum sucking sound along with the squelching sounds of her soaking pussy that was now squirting cum onto my stomach. She leaned over and so her breasts were now bouncing on my face. I alternately wrapped my lips around each swollen nipple and nursed while I banged her bouncing booty.
After about 15 minutes of that, I decided it was my turn to take charge. She climb off my cock and get into a doggy position. I sat up, put a little more lube on and got back in the saddle. My cock seemed even harder than before. It had lost none of its eagerness. Sheila shook her heiney waiting for me to climb back on. Her ass was so inviting, I couldn't resist taking a bite. I stuck my face between her cheeks and licked her asshole. She wasn't expecting that.
"Mmmmm!! Baby. Haha! Gobble it up! Don't stop. DON"T STOP!!" She reached back and pulled her fat, freckly, right cheek to the side and pushed back against my face to allow my greedy mouth better access. I dug my face in deeper and ran my tongue up her crack and across her rectum. Then I took my two fingers again and stuck then into her lonely pussy and I started to rub her G-spot. This made her shake and tremble. She wiggled her fat butt up and down against my face like she was trying to wipe her ass on my mustache and goatee.
I could tell she was ready to cum but I wasn't ready to let her yet. I got up behind her and mounted her. I put a little more lube on my cock and slowly entered her anus again. This time she wasn't as eager to go fast. She didn't have as much control as before and the downward angle was slightly different than when she was on top. I put it in an inch at a time then I would pull it out then back in again. She'd push back as I stuck it in then I'd ease back out at the last second teasing her. Finally, I pushed it all the way in and I heard her grunt through her teeth.
"MMMPHH!! Yeah, like that! JUST like that" she growled. She shimmied her ass against my groin and I felt her ass muscles clamp onto my cock again. That felt even tighter than when she was on top. He breathing became really frantic as I started to saw my cock deeper into her ass. I dipped my hips and groin in an upward then downward motion, pushing my cock into part of her rectum I missed when she was on top. She started to shudder again when I reached around and cupped one of her tits. I could tell she was about to really have an intense cum. Her nipples were really firm and erect. Now she was slamming her ass back against me as if I was still missing a spot. I matched her slamming with some forward thrusts of my own. She was making a noise like a wounded elk, a sound I'd never heard her make before. I got worried.
"Are you ok, babe?"
"Shut up and keep fucking me!!" she yelled angrily and breathlessly between moans and went back to the elk grunts without missing a beat. She was in a zone and she didn't want her concentration broken.
So I started drilling her harder and with every seventh or eighth thrust or so, I would mash up against her ass and grind really hard. After the tenth time I did it, something started to boil.
"Ah..Ahhh...AAAHH! Wait..wait..right there!!! RIGHT THERE!! Oh, shit!!!" She tensed up and I heard her start a familiar but more intense vocal countdown while I was still slamming into her. Her speech start to increase in speed then raise to a high pitched squeal as we came to the end of the ride. "Oh shit. OH SHIT! Oh, NO, BABY, BABY!! DON'T DO IT!! DON'T DO THIS TO ME, PLEASE, PLEASE! PLEEEEEEEEEEEASE!! AaaahhhhHHHHH!!!! OOOOH Shiiiiiiiiiitttt!!" Sheila started to convulse and shake even more than I'd ever seen her do. Veins appeared on the side of her temples. Her asshole all of a sudden felt like a vice around my dick and I couldn't pull out or back to thrust anymore.
Suddenly, I felt my nuts starting to boil. Like my dick was ready to sneeze. As her asshole started to slacken up, I pulled back and started thrusting in and out harder and faster until I seized up and spilled the most intense cum right into her bowels. She screamed she could feel my hot jizz painting her insides. My whole body felt like it was having a seizure or something at least that's what I thought a seizure would feel like if I ever had one before. I collapsed forward on top of her pinning her to the bed as she continued to buck and twitch under me. I wrapped my arms around her and grinded into her ass some more as I spurt out my last pint of cum into her bowels. We laid in bed like that with me on top of her for at least another 15 minutes. All the while, her anal fist still flexing around my convulsing dick.
"Are up ok, babe?" I whispered into her ear. Guess I was kind of worried that she regretted making this decision.
"Um hmmmmm! Thank you, baby!" She purred with satisfied affirmation. She caressed my arms and pulled them tighter around her and pushed her ass back into my groin one last time. "I knew you'd be the perfect guy to do this with. You didn't let me down! That's why I saved it for you"
I didn't know what to say. She was right.
I slowly pulled out and watched my cum slowly oozing from between her cheeks onto the bed. She said even that felt leakage felt good. She pulled her cheek to the side again so I could enjoy the show. A waterfall of my cum dribbling from her asshole. There was a big wet spot under us from our sweat and her pussy juices as she was fingering herself during the whole scene.
We ended up doing it two more times that night but we had to cool it the next two nights because her asshole was really sore which made sense. She'd never had a pounding back there like I'd given her. Toys are one thing but a real piece of meat with its own personal driver is something else.
Poor me. I had to settle for blow jobs and vaginal sex the rest of the weekend. *pouts*
Later, she told me she'd never had an orgasm like that before. It was the best she'd ever had. And now the concept of anal is no longer a problem for me.