Abercrombie Jock's First Time Anal Sex 1

It was the fifteenth of August, 1999, and I had just arrived in Tuscaloosa for my freshman year at the University. I had been a pretty popular kid in high school; I hung out with the cool crowd, drank a good bit of beer, smoked a little weed, and generally had a good time. I played football, but I was no dumb fuck--I made it to Alabama on a scholarship, and not the football kind, either. I guess I'm your basic preppy type--most days you'd find me in Abercrombie from head to toe. I'm about six feet tall, brown hair and eyes, and I'm in good shape from football and generally working out. I played tailback, so I'm not some huge lineman, but I've got good size. Oh yeah, and I dated and screwed a bunch of girls--I left a steady girlfriend back home when I came to T-town, but we weren't anything serious enough to try to work it out it long-distance.

Anyway, my folks had packed up my car with all my shit and seen me off that morning. By the time I rolled in to town and unpacked all my shit, I was dog-ass tired. And since it's not like Alabama is known for mild weather, it was only like 95 fuckin' degrees outside, so I was drenched from hauling all my shit up five flights of stairs into my dorm. I hadn't brought any soap or shampoo or shit with me, since I figured I could buy it on the 'rents Visa once I got settled down, so I held off on taking a shower just yet. Plus it was a community shower, with little curtains to separate everyone. I had checked it out a little; it seemed OK. Anyway, I laid my ass down on what I picked as my bed--I was supposed to have a roommate, but he hadn't showed yet, so fuck him, I took the mattress that had a little life left in it. So it's like four o'clock, and I'm taking a little rest on the bed.

Oh yeah, here's what I was wearing so you can make a little picture for yourself. I never go anywhere without a baseball cap--I had on a blue one with "AF" on the front. Then I was wearing an "Alabama Football" t-shirt that had the arms cut off and was also cut off a little at the bottom, so it came down to just above my belly button. Showed off my tanned body and my abs, which were looking pretty good. Then I was wearing some A&F shorts, the khaki ones with a whole shitpile of pockets on them. They hung kind of low on me, so that my underwear was showing. I had on some Hawaiian-looking boxers and then some of the tighty whities that Abercrombie sells.

Most of my friends don't think it's too cool to wear grippers, but I think they're just afraid that they'll look like a dork or a fag or some shit if anyone sees them in them. Maybe that's why I wear boxers over mine, but that's a habit I'm going to get out of now that I'm here by myself. If anyone wants to give me shit about wearing briefs, bring it on, bitch. Jesus H. Christ, I don't know why I went off like that on fuckin' underwear! Whatever. Oh yeah, and I was wearing some flip flops, but I had kicked them off. If you could see me you'd see that I'm tanned all over; my hottie girlfriend and I used to tan naked in her backyard when nobody was home, so there's no tan lines on me, or on her. So there I was.

I guess I fell asleep, 'cause the next thing I know I wake up and there's some dude walking around the room. I was kind of freaked for a minute, but I realized it must be my roommate, so I said hey to him and he turned around. He must have been getting ready to go to the shower, 'cause all he was wearing was a towel and some flip flops, and he had his soap and shit in his hand. That's fuckin' right, a scholarship--and I figured out he was going to the shower all by myself. So I said hey, and he said hey, you must be Scott, which is my name, so I said yeah, dude, you Joe? So he was Joe, he said. Joe was a fuckin' stud. I mean, I'm not bad looking, in fact I think I look pretty hot, but this was the kind of guy that my girl friends would say makes their panties wet. Well, I don't wear a lot of panties, I mean, I really don't wear any panties unless guys' bikini undies like CK count, but I don't think those are panties. But so I don't wear panties, but if I did, he would have made mine wet, too--oh holy shit, I mean, if I had a pussy, which I don't. He was fuckin' hot is all I'm saying. I got a hard- on. So there.

Oh yeah, it turns out I'm fuckin' bisexual. Ain't that the shit, dude. I didn't ever know what was the deal with me, but I had this long heart to heart talk with my bud Paul when we were fuckin' stoned out of our minds, and he told me he wasn't gay or anything and he liked girls, but sometimes he thought about screwing around with a guy, and he thought that some guys were hot. So I asked him whether he had ever screwed around with a guy, and he said he and our friend Toby used to jack off together when Toby was staying over at Paul's house some nights, so I was learning new things all the time about my friends.

So Paul asked me if I ever thought about guys, and since I was stoned and all and he had just told me about him and Toby, I fessed up to the truth and said sometimes when I jack off I think about guys, and I kind of check out the other guys in the showers in the locker room, but I had never messed around, and besides, I was straight. He asked me if I wanted to jack off with him, then. Well, ordinarily I would have said no, 'cause I didn't do that kind of shit, but as I said I was stoned and so I said OK, what the fuck. Paul and I were sitting on the couch in his basement and his parents were on a vacation, so nobody was going to find out. So Paul unzips his pants and pushes them down and he's wearing boxer-briefs, which is close enough to being briefs for me, and I could see he had a hard-on, naturally.

He pushed the waistband of his undies down below his nuts and started to rub his cock, which was decent size but smaller than mine, which is pretty decently big, I've been told. So I was checking him out while I took off my jeans and boxers, and I started rubbing myself through my briefs--they were Tommy Hilfiger, the colored kind--and got myself even harder, and I started jacking off, right there with him. Being as we were smoking out that night, my mind was kind of wandering and it wasn't real easy keeping it hard the whole time, but still it was pretty cool.

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We didn't try to jack each other off or anything, but we were checking each other out the whole time. I shot my wad in about five minutes, and since I had taken off my boxers completely I just wiped it up with those. Well that must have done it for Paul, because he shot his wad about two seconds later and then just reached over and wiped it up with my boxers--my fuckin' boxers to wipe up his cum! Dude. So that's how I know I'm bisexual, 'cause that was cool, and Paul and I did that a few more times. He's going to school up north, or he would have been a cool roommate.

Any fuckin' way, back to now. Joe is fuckin' hot. But since I was still all sweaty and stinky, I said hey, you going to take a shower? He said yeah, but he didn't know where the bathroom was. I told him about how I hadn't brought any shampoo and shit, but that I would show him where it was if I could bum some soaps and shaving cream and all, so he said OK. I took off my hat and shirt and everything but my briefs, and then wrapped a towel around my waist and we headed down there. I was managing to keep my dick only sort of hard, which was a relief, because what a nice thing that would be, to walk around popping a fuckin' tent the first day you meet your roommate.

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