When I was about 22 I had a gay friend who'd gone to school with me when we younger. He'd come out in HS and no one in our friend group cared because he was just "one of us." You know, a human.

Anyway, we'd hang out as a group and he would constantly joke about sucking us off or trying to catch us with our pants down, blag, blah, blah. Well, one time after we'd disbanded for the night it was just he and I, and he started up with the jokes. He'd "accidentally" drop something in front of me then bend over to pick it up so I'd run into him.

After a couple times I told him to knock it off and he did, but I guess he felt that it was beginning to arouse me. He knew I was "straight-ish" and had an open mind, and I'll be damned if he didn't take his shot.

"Can I see it? I'm not even joking. I've been shamelessly flirting all night. And I just thought I'd ask. I get if ya don't want to, but..."

I cut him off and said, "I'd be lying if I say I haven't thought about it. Yeah. I show ya, but no laughing!" I unzipped my fly and pulled it out, half chubby.

"I didn't know you were cut! Looks good. Mind if I touch it?" I didn't mind and out of instinct took my pants off.

His pants came off just after mine. He knelt down and touched it with both hands. I was almost immediately hard. The BJ he gave was one of the best I've had.

I asked if I could reciprocate and he said he only wanted a handjob. Stroking him was odd, but not terrible. We moved it to my room where I had some rubbers I bought in prep for the next day when we were going to bar hop. Needless to say they didn't see the next morning. He rolled one down my cock and slowly worked me into his ass.

Neither of us were virgins, but this was my first time I slid into a guy. He did the work to get me all in and then told me to grab his waist and fuck him till I came. It was hot to say the least.

We met a couple times after that, but didn't let our other friends know. He moved away a few years later, but damn it was nice fuck him.