I got to college in the fall of 2002.  I knew that I had been attracted to guys in the past, but had been from a remarkably small town, and never had the opportunity to act upon it.  College, it seemed, at a full, four year university, was going to be a place to open up my sexual horizons both with men and women.  The first couple of weeks confirmed that, as I hooked up with woman my first night on campus, and one there after before I got together with my girlfriend for a few months.  She didn't know about my homosexual tendencies, nor the experience I sought out about a month after we had been together.

I was a reasonably typical smart college kid.  Honors program, President's Honor Roll, etc et all, ran with the academic kids, did some partying on the weekends, but kept my sex life out of the public eye.

Physically, I was the kid who smoked cigarettes and drank a six pack of Coca Cola every day in high school.  Somehow, though, I had come out okay, going about six foot, 200 pounds, a bit of padding, but not chubby or anything.  If you didn't walk up and give me a hug or grab my spare tire, you wouldn't know it was there.

I had used Yahoo Messenger to lose my virginity a couple years before, hooking up with a cheerleader a town over, and had hookups from it since.  It was, in the late 1990s and early 2000s, a great place to meet like-minded, sexually liberated people.  We were all young, the internet was still relatively young, and hookups happened.  I was lucky enough to be smart enough to practice safe sex (I found out years later that my mom knew I had condoms stashed in my room) and gutsy enough to be willing to go after experiences I wanted to have. 

I had gone online one night in search of a male partner in the dorms on campus, and had struck up a conversation with a guy who admitted he'd only been with a couple guys previously.  He seemed interested, but didn't want to make the first move, and I was nervous as well.  A lot of messages back and forth went on, without us ever wanting to commit to having sex with each other.

It all finally happened one night after my girlfriend went out of town, and several of us in my group of friends (none of which who were aware of my desire to have sex with men) imbibed quite liberally on cheap beer and cheaper whiskey at a party.  We got back, somehow got past dorm security, and my roommate crashed out quickly.  I, having energy, logged on to Yahoo, and lo and behold, my soon-to-be fuckbuddy was online.

He hadn't been drinking, but I pretty much told him it was now or never.  He was bisexual as well, and had a pretty good stash of porn.  I convinced him I should come over and at least watch some good smut with him and we could jack off together at least.  He agreed.

He was in a different residence hall, and as I was walking over, even in my inebriation, I was starting to have second thoughts.  In high school, I'd always watched my porn alone, either on the computer late at night, or some videos that I had stashed away, or on occasion, good ol' late night Skinemax.  None of that boys watching stag films for me...I liked to jack off in private.

I got over it, though, and proceeded on.  I had to knock twice before he answered the door, and when I went in, I saw that he had already picked out a movie.  It wasn't bisexual, but it was a four hour compilation of guys double teaming chicks.  He cued up his favorite scene (this took a moment, because at the time, VHS was still prevalent and DVD had not overtaken the video market, porn or otherwise), and we settled down on the couch.

He was about 5'8”, and not ripped or anything.  As the scene progressed, I asked him if I could take my cock out, which I had the forethought to keep trimmed and well groomed for my girlfriend.  He agreed, and took his out as well.  He had warned me he wasn't huge, and we had about the same size, roughly 6.5 inches cut, both of them growing as we realized that we were watching some really trashy smut and getting closer to sex with a guy.

I was drunk enough that I suddenly decided it was time to quit being shy after about five minutes of the film.  As one guy on the flick started really pounding this slut from behind, I pulled my t-shirt off and started to kick my boots and jeans off.  I was down to my boxer briefs, pulled down around my sac as he started to do the same.  Like I said, he wasn't ripped or anything, and had some extra padding, but nothing I was willing to leave for.

I leaned back, kicked my underwear off, and was naked on his futon, with a raging hard on.  I stopped jacking and started just rubbing my balls and massaging my asshole.  I'd had various objects in my ass before, and knew that the orgasms were incredible.  I was starting to realize that I had more inclination to be fucked than to fuck.

He surprised me with his boldness then, asking if he could jack me.  I agreed, and he grabbed my cock and started jacking vigorously.  He was squeezing harder than I usually did, and it almost hurt, but I was caught between nervous and turned on.  I decided to go ahead and enjoy it, and focused on the film.  After a moment or so, he surprised me again by leaning over and licking the tip. 

All I could do was grunt, and then thrust my hips up a little bit.  He moved my hand off my balls and started blowing me.  He had a goatee, and it tickled a bit to start, but I was still caught between nervous and turned on.  First, his tongue worked over the tip, and then he started to engulf my dick with his whole mouth.  Slowly, he worked down, and then back up.  I looked down a couple times, but tried to focus on the film, which was now up to two guys double penetrating the same slut.  That helped, and I could feel my cock starting to pulse and throb.

He really worked his tongue around while he sucked up and down, and I asked him where he learned that.  He stopped sucking and looked up and said “I read it on the internet.”  Who says research doesn’t pay off? 
 
I let him suck me for a couple minutes, and saw his cock was getting flacid.  He was bent over me, so I told him to sit up and lean back.  I reached over and grabbed his cock and simply said “My turn.”  I didn't screw around with leaning over, though.  I got down on the floor, on my knees, and took him as far back in my throat as I could on the first time.  It was wild to feel how hard a cock really is in my mouth.  He had more veins than I did, and I did my best to do some of the oral gymnastics he'd done, but I was either too drunk or not practiced enough or a combination of both.  I also realized I wasn't all that turned on by sucking cock.  To this day, I get more turned on by the idea of sucking a guy off than actually doing it.

He let me go on for a few minutes before he tapped me on the head and said “I guess we're really bi now.”  I didn't have much words for a momentous occasion, possibly because of the liquor.  I jacked him for a few more seconds, and then asked him about lube.

He was a little surprised, and asked “For you or me?”  I said, without hesitation, “For me.  I want you to try and fuck me.”  He stammered a moment, and said finally “All I have is some lotion.”  That would have to do.

So while I stood up and kept stroking my cock to stay hard, he got out some lotion.  I moved over to his bed, and squirted some lotion in my hand.  Up on to the bed, on all fours, so I could face the TV, and reached back to liberally lube my asshole up.  He was hesitating again, so I said, “I'll tell you to stop if I don't like it.”  That seemed to encourage him, and he came over and got up behind me on his knees.  Before he got too close, I reached back and rubbed some lotion on his cock, which was getting hard again quickly.

I leaned forward to raise my hips up so he could get a clear path to my ass, and focused on the video, which was getting into the middle of another scene with a striking redhead and two black guys with monster cocks.  He told me a moment later “Okay.  I'm gonna go slow.” 

He did, starting with the tip just up against my asshole.  He pressed in ever so slightly, making sure the lotion could handle the friction.  It started to ache some, but nothing drastic, and at this point, I realized I wasn't an anal virgin anymore.  I told him he could go a little faster, and with that, he just gently and firmly pressed on in with a slow and steady pace.  He was about to pull back, but I told him to stop and let me get used to it.

I was bent over on my knees and elbows, feeling just how hard his cock was.  He was about two thirds of the way in, and I wasn't sure how to go about the rest of it.  But I was turned on by knowing I was having sex with a guy, with him in the dominant position, so I told him to go the rest of the way in if he wanted.  He complied, doing the same slow, firm pace until he was all the way in.  He started pulling out, this time a little faster. I could feel myself stretching, I could feel his veins against my asshole, I could feel the heat from his cock being warmer than the inside of my ass.  It was amazing, and all the nerves around my asshole were starting to go from ache to that wonderful warm feeling as I relaxed and enjoyed the fact that I was getting fucked for the first time.

The first time he pulled back, he went too far and pulled completely out.  I let out a quick breath when his cockhead slipped out of my asshole, since I wasn't expecting it, but it wasn't but a second or so later that I felt the tip pressed up against me again.  This time, I pushed back slightly, and he slipped right in.  He went faster this time, and when he pulled back, he didn't slip out.

My ass was no longer aching at all.  It was feeling great.  Warm.  Tingly, relaxed.  I started to try and squeeze his cock with his thrusts, which were increasing in tempo.  I tried to watch the redhead getting slammed, but realized I was having a hard time focusing, so I just put my face in the blankets.  After a minute or two, he was thrusting steadily and seemed to be getting deeper.  My nipples were hard, my cock was still mostly hard, I could feel his balls slapping up against me, could feel his veiny cock sliding past my sphincter with each thrust, and realized that I was gripping the blankets with clenched fists.

“You okay?” he asked.  I was more than okay.  All I could do was grunt a “Yeah.”

He was getting close, I could tell.  He was pounding me harder, and at some point, had grabbed my hips and was pulling me onto his cock every thrust. 

He warned me that he was going to cum, and I just said “Don't stop.”

That was all the go ahead he needed.  He shoved forward and yanked my hips back hard, going as deep as he could, and unleashed.  I knew his cock was warmer than the inside of my ass, but the feeling of his jizz coming out in spurts was even warmer.  I could feel every spurt,  spreading out inside me.

He pulled out slowly this time, which was a bizarre feeling.  He sat back on the bed, breathing hard, sweaty.  I was pretty sweaty by this point, too, and had that wonderful feeling of a lubed, creamy, stretched out asshole.

He asked if I wanted to get off, which I did, so he told me to lay back, and immediately started sucking me again.  I was recovered enough to watch the movie now, which was getting to a money shot.  He did the tongue workout again, and I managed to hold off until the two guys shot on the redheads face.  I came in his mouth, but he didn't swallow.  Pity...that would've really made it hot for me.

Both of us were spent, and my drunk was starting to wear thin, so the nervousness was getting back in.  I'd had no intention of spending the night...I'm bi, and still prefer women, so no cuddling or anything like that.  We hadn't even kissed, just sexed it up.

I decided it was time to get out of there, so I quickly dressed, and tossed him a quick “Thanks,” over my shoulder on the way out, and high tailed it back to my own room.  My roommate was still asleep, and I had a note on Yahoo from the girlfriend, which lead to a moment of “Maybe I shouldn't have done that...”

I got over that pretty quickly, though, and was pleased that my first gay encounter went so well.  Both of us got off, and even though it would be several weeks before he and I hooked up again, and then some years before I got with a guy one-on-one again, I knew that I'd just had great sex that I really enjoyed, and that I wasn't just bi-curious anymore, I was full on bi and had opened up a new avenue of sexual exploration that would otherwise not be there.

That encounter was in the fall of 2002.  It is now August 2013, and I still prefer women, have explored various other sexual experiences including mfm, mmf, and fmf threesomes.  I remember some of them as vividly as the drunken hookup in the dorms, but most of my sexual encounters aren't nearly as well recalled because they were either forgettable or just boring.  I decided to put it down in writing so it remains vivid, and hope that you all enjoy the retelling of it as much as I enjoyed the encounter and the recollection.

Happy wanking!