In college I lived a few different places but one of the years I lived with a guy who pledged the biggest frat on campus, I however pledged the one with the wealthiest kids not because I had any money but because I wanted to be around people who did. The complex we lived in had a center courtyard with everyone's apartments facing the pool in the middle and we each had a little railing even if it's on the first floor which mine was. So one night, we were all sitting in our living room, my roommate, a few of his pledge brothers, and myself. We're causally drinking beers watching some reality show and complaining about each other's pledge programs. Around 11 everyone leaves except one guy "Jack" is the name I'll give him for privacy. Jack was on the frats soccer and lacrosse teams, and could easily pick up and sport at the drop of a pin. We're talking 6'2 gym everyday perfect smile and tan he was unbelievably hot. Some hot girl comes up on the tv and it sparks a conversation about girls, and their girlfriends ( I didn't have one at the time). We weren't in the "fuck all the time and tell everyone about it" group so when the conversations did get to sex they got pretty heated fast. Even more ironic, Kelsey, my roommates girlfriend shows up about 5 minutes into the conversation so she and him walk into his room for the night. At this point it's just Jack and I both buzzed sitting in my living room talking about hot girls. Now Jack could pull literally any girl he wanted with his perfectly sculpted body and southern charm/smile but he was surprisingly not braggish or pushy about it and instead sat their with a look of disappointment as his girlfriend texted him again yelling at him for not telling her first before he came to our apartment. I told him dude she's such a bitch why do you put up with her?! He responded because she puts up with me. I said back wheat the hell do you do that is so hard to find a girl will put up with you? He kinda looked at my weird and said its personal I don't want to talk about it. At this point I'm even more curious and kept pushing him (keep in mind were both pretty buzzed at this point). He said when she gets in a mood she won't let him fuck her and a guy with her testosterone and horniness level needs it often. I asked how long it had been and he said almost a week! I couldn't believe it at this point I said dude are you for real?! Do you jerk off or something or just let that build up?! He responded he had nothing to do it too because she always had his computer password and checked any messages that came from a girl to his phone. I joked and said you need a guy to do it and started laughing. He didn't. He looked at me with a serious stare and said dude I've actually thought about it before (being very chill because we're straight frat guys remember) then out of the blue he started rubbing his cock. Me, being closeted bi looked at it and laughed but inside I thought holy shit. It took everything I had not too pop a hard on and jump on him right away. He said the reason they haven't had sex in so long is because he wants to try it in public places and wants to experiment with toys and maybe even a strap on for her- kinda reverse psychology stuff since she's so tiny and he's tall and jacked. I said that sounds legit! Before anything else could happen we hear this loud sound so we both walked onto my tiny porch which was 15 feet from the pool and had a failing even though I was on the first floor. Turns out someone on the third floor dropped a chair drunkly off there porch into the community pool which made a huge splash. It's well past midnight at this point built this is a college town and a college apartment so several lights were on. The timing couldn't have been more perfect. Jack was right up against the rail and I, behind him. With my heart beating out of my chest I decided to go for it and if he freaked out I would chalk it up to the beer. I walked behind him and lightly rested my hands on his side brushing my cock against the thin lining of his running shorts. For a second we stood like that. It felt like an hour. With out saying a word he talks my hands and pulls them all the way around his chest resting on his rock hard abs. At this point there's no stopping my cock which sprouts up like a weed and is brushing against his ass cheeks. After all, those thin lined running shorts don't cover much. I reach down to see what his cock is like and holy shit that thing is massive! I felt like I was holding a cucumber or something. This point I was even more turned on and slowly started pulling is pants down. It's dark out but clearly people are still up because lots of lights in windows were on. I have never done anything like this so I'm totally in new territory here but I'm loving it. I suck my finger to get it wet and start playing with his hole, he moans and twitches every time I stick a little in. Finally I slide my whole finger in which made him tense and clinch. His ass was so tight and warm and most of all virgin. After a few minutes of doing that I reach down and grab my own cock. At first I thought when did I cum? Because I was so wet, then I realized that was all precum! I pulled my finger out slowly and pressed the tip of my head against his hole. He lets out a low deep moan, turns his head around and says the only words exchanged during the entire experience "do it" and kissed me. I'm seriously in overdrive at this point. Totally unplanned, no lube, no condoms, outside where anyone can see and I literally thought fuck it I'm going too. So I pushed in. He lets out a much louder moan this time. I didnt give a shit if anyone heard or saw us at this point it was a carnal experience. Clearly this guy was meant to be a bottom after a few minutes he starting pushing back on my cock, we did it on the porch chair, laying on the table, and over the railing. Finally back on the table with him laying on it and me standing fucking him from behind he said bro I'm gonna cum! I reached down and grabbed his cock and starting sucking, about 10 seconds later the hardest, hottest, highest volume of cum I've ever experienced flooded my mouth. I mean damn that was a lot. Simultaneously that put me over the edge and I blasted shot after shot of my cum inside his tight warm hole. Both of us had paralyzing orgasms. So good we literally couldn't move. After a few seconds and lots of hard breathing I licked up all the cum that got out of my mouth and fell on his cock. We laid there for a few minutes in total silence. Both breathing like we just ran 10 miles. Finally we get up to go inside and I look over across the pool to see a tiny sliver of a shade go down. Great I thought, I just gave someone a show. We walked inside, neither sure what to say or do so he left. We still text to this day and have met up many more times but that first experience was the best by far.
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