After growing up in a relatively conservative community, it was no surprise, looking back, that I was a little sexually repressed. Despite thinking about sex and jacking off all the time, I had relatively few opportunities to talk about sex with friends, let alone mess around!
This was just before the Internet exploded (what I wouldn't have given to have had the web as a horny teenager!), but I'd managed to amass a handful of Hustlers and other porn mags to beat off with.
By the time I got to college, I'd had one intimate girlfriend. We had a lot of oral sex together, but never fucked. I loved eating her red-haired pussy and even licking her asshole
Then I met Alex, my freshman roommate in college. He was open about sex in a way that was exciting, but a little intimidating. We got to be friends pretty quickly.
Almost every night, we'd end up talking late into the night about girls and sex.
It started by discussing the girls in the hall, and what it would be like to eat out this one or what that one would be like in bed or whether the rumors about another one taking it in the ass were true.
Not many nights into what had become our routine, he asked whether I jacked off. I had never talked to anyone about it before.
He sensed that I was hesitant and started sharing right away that he was almost a chronic masturbator. He'd do it when I was at class, and in the communal bathroom or shower if he was alone, and even in bed at night when I was asleep.
Emboldened by his admissions, I admitted to it as well, although I still played down the frequency with which I did it.
This line of conversation got me horny, and it continued for several nights in a row. We discussed lubes (he liked lotions, I didn't use anything), where we shot (we both used kleenex, the toilet, and the shower, but he admitted to unloading on his stomach and shooting up his chest), and other techniques.
He asked me if I ever tasted my cum (I had, but I didn't admit it), and then told me that he could get his feet behind his head and could lick the head of his dick. He did it occasionally when he was really horny.
I thought it sounded gay and crazy hot at the same time. I rubbed my dick thinking about him doing it.
We were both worked up enough by that story he asked if I felt like beating off. I did, of course. We left the lights off and covers over ourselves because the stigma of being gay was hanging over both our heads.
We were both so horny that we came quickly. It was hot to know that he was right across the room doing the same thing I was and I fell asleep fast. This quickly became the routine after our sex talks every night.
After jacking our cocks for a few nights, he was ready to up the ante. I wasn't going to make the move, but I was glad that he did.
After the usual pussy chat, we got ready to stroke, and he casually mentioned that he was horny enough to do anything I felt like. I knew what I wanted to do, but felt really nervous about saying it, so I echoed that I was pretty horny, too.
"Come over here," he said, and I climbed out of my bed and went over to his. My heart was beating like crazy and my cock was rock hard as I got in under his covers.
"I want to try something," he said, and he leaned over and kissed me. I was so horny that I couldn't help but be into it. Our tongues were in each other's mouths but we still hesitated at holding each other.
After maybe two minutes of hot making out, we stopped to catch our breath.
"Fuck," he said, "I am so horny right now."