Straight Male / 28
Hooking Up With My Girlfriend's Roommate
I had a girlfriend, Mary, that was in college when I was 24. Mary had a roommate, Alice, that I became pretty good friends with because I was over at their apartment all the time. Alice and I hung out sometimes just the two of us, I helped console her through a breakup (with Mary), helped her when she got a flat tire once, I mean we became close friends. Mary and I were constantly having sex, she was horny all the time and even when she wasn't she still let me fuck her or really do whatever I wanted to her. We had the "free use" kink in common. So Alice heard us... a lot. And she said something about it on a few occasions, mostly playful joking, like one time we were in the kitchen the next morning and Alice said "sounded like you two had a good night" and Mary would be very honest and tell her what we did, so it felt like she was a part of our sex lives already. So after we had sex on the couch one afternoon, thinking Alice wasn't home, I went into the bathroom to shower off with my cock still rock hard and covered in Mary's wetness, I walked in on Alice getting ready to go out... And she didn't even flinch except to shout "Mary how the hell does that fit in you." Mary was so embarrassed, I just laughed awkwardly and closed the door and Mary and I both ran to her room. Everything was fine after that, and we all understood that when you live with roommates, things like that are just going to happen.
Okay so months later Mary and I were talking about things we wanted to do, like Mary wanted to fuck in a park, I wanted to cum on her face in public, she wanted to buy a butt plug. Just talking about things we both wanted to try. And I said I always wanted to get a blowjob from two girls at the same time, she got excited about the idea and told me to hold on a minute and left the room. When she came back a minute later she said "what about Alice?" It didn't quite click for me what she was asking, but then she said "Alice has already seen you naked, what if she was the one that blew you with me?" and I got this kind of excitement I haven't felt often about sex. I had to pretend that I hadn't already thought about that happening before. See I would never ever cross any kind of line, but I've seen Alice in just a t-shirt and underwear several times, seen her walk around without a bra on, been around her in my boxers, so we were comfortable with each other like that, but Alice had this absolutely fat ass that was unlike anything I'd ever seen on a girl, and this attitude that would just make you want to shove your cock in it and go to town. But of course, even though I thought about that, I never would act on it.
But uh, Mary asking me if Alice can suck my cock? Yes. That was a big fat yes. But I didn't want to seem too excited so I said "yeah I guess that could be good, would she ever do something like that?" Mary said she just went to ask her, her response was "just let me know when" and I jokingly said "I'm free right now" and to my surprise Mary shouted "Alice, right now!!!"
Alice came in and excitedly hopped on the bed and I just laid back with my dick very obviously pressing against my pants. Mary said "someone's excited" as she started pulling the waistband of my pants down. Alice reached over and rubbed my cock through the fabric of my underwear while Mary pulled the leg of my boxer briefs up til the head was sticking out and she could play with it. It was like fireworks in my head. I couldn't believe this was happening. Alice laid her head on my leg and started kissing my balls through my underwear and nuzzled her nose and face into the base of my cock. I couldn't help but thrust my hips a little and moan, what she was doing was killing me. Having her down there was a crazy feeling. Then Mary pulled my underwear down, making my cock pop out and Alice didn't hesitate to grab it. While she was stroking it Mary leaned down and started sucking and it wasn't long before she passed it to Alice and went down to suck my balls. I honestly almost blew my load a few seconds after Alice started sucking it. Seeing my cock in her mouth drove me crazy. But I was worried my girlfriend would think I liked Alice giving me head a little too much so distracted myself with other thoughts. They took turns licking up and down the shaft and stroking it while it was in each other's mouth and eventually Mary stopped and told Alice to keep sucking it. Mary got off the bed and took her pants off and very quickly hopped back up to straddle my face while I was laying down. I pulled her panties to the side and got to work eating her out while Alice was basically trying to choke herself on my cock. I reached up to feel Mary's tits while she was grinding on my tongue, and also reached down to feel Alice's tits which were a little smaller than Mary's but firmer and perkier. Touching her nipples made her moan with my cock in her mouth and that made Mary fuck my tongue a little faster. I think hearing Alice moan turned Mary on a lot, and Mary had an intense orgasm which turned me on so much I knew I was going to cum. I wanted to wait til they were both down there looking up at me but I just couldn't. My mouth was still full of Mary's pussy as she was coming down and I tapped Alice on the back of the head a few times right before I blew my load into her mouth. Mary realized what was going on as Alice started moaning with each rope I shot and I started moaning into Mary's pussy, so she turned around and grabbed my cock and jerked it like crazy while I rode out an insane orgasm and filled Alice's mouth with my cum. Alice sat up and caught her breath then said "I had to swallow all of that, it was so much cum" and I just couldn't believe my cum was in her stomach. That was so hot to me. Alice and Mary both spent a few minutes slowly sucking my cock afterwards and I just got to lay there feeling both of their tits.
After they were done Mary laid on my chest and we kissed a bit but Alice just kept playing with my dick. We talked for a little while about how hot that was, about "next time" which mostly was Mary wanting to swallow my cum instead of Alice, all just started talking a bunch, about our days and the whole time Alice just kept playing with my dick. It was driving me crazy and I stayed rock hard and eventually some gentle playing turned into soft stroking. I started breaking heavy and everything got quiet while we all watched Alice stroking my cock. Mary reached down and started feeling my balls and I put my hand back up Alice's shirt and played with her nipples more which made her moan and that did it for me, I could tell I was gonna cum again. Alice sped up her stroking and I exploded, some landed on Mary's face while her head was on my chest and a bunch got on Alice's hand. She licked her fingers clean and Mary went to the bathroom to clean up while Alice sucked my cock some more to clean it up.
I've replayed every single detail of that encounter so many times in my head. We played together a few more times after that but that time was definitely my favorite. There are some other good stories with Alice I might tell sometime.
Okay so months later Mary and I were talking about things we wanted to do, like Mary wanted to fuck in a park, I wanted to cum on her face in public, she wanted to buy a butt plug. Just talking about things we both wanted to try. And I said I always wanted to get a blowjob from two girls at the same time, she got excited about the idea and told me to hold on a minute and left the room. When she came back a minute later she said "what about Alice?" It didn't quite click for me what she was asking, but then she said "Alice has already seen you naked, what if she was the one that blew you with me?" and I got this kind of excitement I haven't felt often about sex. I had to pretend that I hadn't already thought about that happening before. See I would never ever cross any kind of line, but I've seen Alice in just a t-shirt and underwear several times, seen her walk around without a bra on, been around her in my boxers, so we were comfortable with each other like that, but Alice had this absolutely fat ass that was unlike anything I'd ever seen on a girl, and this attitude that would just make you want to shove your cock in it and go to town. But of course, even though I thought about that, I never would act on it.
But uh, Mary asking me if Alice can suck my cock? Yes. That was a big fat yes. But I didn't want to seem too excited so I said "yeah I guess that could be good, would she ever do something like that?" Mary said she just went to ask her, her response was "just let me know when" and I jokingly said "I'm free right now" and to my surprise Mary shouted "Alice, right now!!!"
Alice came in and excitedly hopped on the bed and I just laid back with my dick very obviously pressing against my pants. Mary said "someone's excited" as she started pulling the waistband of my pants down. Alice reached over and rubbed my cock through the fabric of my underwear while Mary pulled the leg of my boxer briefs up til the head was sticking out and she could play with it. It was like fireworks in my head. I couldn't believe this was happening. Alice laid her head on my leg and started kissing my balls through my underwear and nuzzled her nose and face into the base of my cock. I couldn't help but thrust my hips a little and moan, what she was doing was killing me. Having her down there was a crazy feeling. Then Mary pulled my underwear down, making my cock pop out and Alice didn't hesitate to grab it. While she was stroking it Mary leaned down and started sucking and it wasn't long before she passed it to Alice and went down to suck my balls. I honestly almost blew my load a few seconds after Alice started sucking it. Seeing my cock in her mouth drove me crazy. But I was worried my girlfriend would think I liked Alice giving me head a little too much so distracted myself with other thoughts. They took turns licking up and down the shaft and stroking it while it was in each other's mouth and eventually Mary stopped and told Alice to keep sucking it. Mary got off the bed and took her pants off and very quickly hopped back up to straddle my face while I was laying down. I pulled her panties to the side and got to work eating her out while Alice was basically trying to choke herself on my cock. I reached up to feel Mary's tits while she was grinding on my tongue, and also reached down to feel Alice's tits which were a little smaller than Mary's but firmer and perkier. Touching her nipples made her moan with my cock in her mouth and that made Mary fuck my tongue a little faster. I think hearing Alice moan turned Mary on a lot, and Mary had an intense orgasm which turned me on so much I knew I was going to cum. I wanted to wait til they were both down there looking up at me but I just couldn't. My mouth was still full of Mary's pussy as she was coming down and I tapped Alice on the back of the head a few times right before I blew my load into her mouth. Mary realized what was going on as Alice started moaning with each rope I shot and I started moaning into Mary's pussy, so she turned around and grabbed my cock and jerked it like crazy while I rode out an insane orgasm and filled Alice's mouth with my cum. Alice sat up and caught her breath then said "I had to swallow all of that, it was so much cum" and I just couldn't believe my cum was in her stomach. That was so hot to me. Alice and Mary both spent a few minutes slowly sucking my cock afterwards and I just got to lay there feeling both of their tits.
After they were done Mary laid on my chest and we kissed a bit but Alice just kept playing with my dick. We talked for a little while about how hot that was, about "next time" which mostly was Mary wanting to swallow my cum instead of Alice, all just started talking a bunch, about our days and the whole time Alice just kept playing with my dick. It was driving me crazy and I stayed rock hard and eventually some gentle playing turned into soft stroking. I started breaking heavy and everything got quiet while we all watched Alice stroking my cock. Mary reached down and started feeling my balls and I put my hand back up Alice's shirt and played with her nipples more which made her moan and that did it for me, I could tell I was gonna cum again. Alice sped up her stroking and I exploded, some landed on Mary's face while her head was on my chest and a bunch got on Alice's hand. She licked her fingers clean and Mary went to the bathroom to clean up while Alice sucked my cock some more to clean it up.
I've replayed every single detail of that encounter so many times in my head. We played together a few more times after that but that time was definitely my favorite. There are some other good stories with Alice I might tell sometime.
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