Bi-Sexual Male / 27
My Roommate And I
I have never told anyone this and I doubt he has either. Roughly 5 years ago when I was in college in the winter there was a pretty big snowstorm and my roommates girlfriend didn't want to come over before hand and my roommate was pretty pissed. We were playing Xbox and he kept complaining about it and how horny he was. So I won't lie, I have always found only women attractive and I still do BUT I am a big fan of sex and was very curious what a cock in my ass would feel like. So I thew it out there half serious, half jokingly if he wanted to he could try my ass because I am curious about it. He didn't really say much about it but after like a half hour he asked if I was serious. I said why not, and as an added bonus, unlike his girlfriend, he didn't need a rubber and if anything was to be shot into me, well thats fine.
Now that pretty much got his attention and he said fuck it, why not if we don't tell anyone and he was so horny that he didn't care. So me, who has legit never did it before went to the bathroom and emptied myself out, cleaned up as best as I could and went to his room. He has blackout curtains in his room and the lights we off so it was pretty pitch black in it aside from some light under the door. I lid down on his best on my side, asked for his lube which he told me he had and figured I would try lubing myself up while his lubed up himself. We both talked and agreed that if either of us got weirded out, or if it hurt for me that we would stop. So after we were all lubed up I told him to give it a go.
I dunno if it was the lube or the fact that I had used the bathroom prior or the act of lubing myself up but the head slipped in way easier than I thought. He went slow, it felt weird at first like reverse shitting but after a while that kind of subsided and it started to feel good. I let him know he could pick up pace and ya I mean sex is sex, I could explain it but why waste your time, he kept picking up pace slowly and I let him know when, before we both knew it h was gripping my side and pushing into me grunting and telling me he is cumming and I pushed back into him. I won't lie, I actually liked it, like a lot. He told me it was the best orgasm ever.
Needless to say, it was not the only time, however it wasn't as often. But we did it from time to time, tried a few different positions, I never rode him but we did spooning (obviously as that was the first time), flat on my stomach, doggy, and on my back. I got more used to taking it and with that meant he could go harder and faster. I think after the second time we did it, maybe the third, him fucking me was causing me to cum too. Let me tell you, that is a very different kind of orgasm from fucking someone.
Since then I have never let another guy do anything to me and I really haven't had any desire to.
Now that pretty much got his attention and he said fuck it, why not if we don't tell anyone and he was so horny that he didn't care. So me, who has legit never did it before went to the bathroom and emptied myself out, cleaned up as best as I could and went to his room. He has blackout curtains in his room and the lights we off so it was pretty pitch black in it aside from some light under the door. I lid down on his best on my side, asked for his lube which he told me he had and figured I would try lubing myself up while his lubed up himself. We both talked and agreed that if either of us got weirded out, or if it hurt for me that we would stop. So after we were all lubed up I told him to give it a go.
I dunno if it was the lube or the fact that I had used the bathroom prior or the act of lubing myself up but the head slipped in way easier than I thought. He went slow, it felt weird at first like reverse shitting but after a while that kind of subsided and it started to feel good. I let him know he could pick up pace and ya I mean sex is sex, I could explain it but why waste your time, he kept picking up pace slowly and I let him know when, before we both knew it h was gripping my side and pushing into me grunting and telling me he is cumming and I pushed back into him. I won't lie, I actually liked it, like a lot. He told me it was the best orgasm ever.
Needless to say, it was not the only time, however it wasn't as often. But we did it from time to time, tried a few different positions, I never rode him but we did spooning (obviously as that was the first time), flat on my stomach, doggy, and on my back. I got more used to taking it and with that meant he could go harder and faster. I think after the second time we did it, maybe the third, him fucking me was causing me to cum too. Let me tell you, that is a very different kind of orgasm from fucking someone.
Since then I have never let another guy do anything to me and I really haven't had any desire to.
- That's Juicy! 20
- Remove It! 2
