I met him five years ago. I thought he was hot, but he had a girlfriend, so he seemed straight. Between being straight and also being 12 years younger than me, I didn’t think I’d have a shot with him, but I always thought he was cute.
Anyway, I would look for signs of gayness. The most I could see was that he was into bodybuilding, but not much signs after that. Still, I thought he seemed like the kind of guy who would be down for a boy-girl-boy threesome. I suspected he was an auto-androphilr, if nothing else.
Anyway, 2022, he got engaged with his girlfriend, and he ended up marrying her last year.
They finally separated earlier this year. I thought, “Hmmm, will he still be straight? Is he available?”
Anyway, a few months ago, my former roommate asked me if the brother could stay with me in my house temporarily (brother had been living with my former roommate and his girlfriend). I said of course because I figured it was an opportunity to see if I could hook up with him.
But my roommate told me that his brother had been seeing this 45 year-old woman. (I’m 43, the brother is 31). I thought, “Well, at least I’m younger than his current girlfriend.” The brother apparently liked this new girlfriend because she was skinnier than his wife had been (the wife had gotten fat and was not physically a match for him, a bodybuilder).
The brother showed up at my house two weeks ago. We were chatting, and he originated to me that he wasn’t entirely straight and his sexuality had been an issue in his marriage.
Anyway, last night, we were chatting again, and he invited me to go with him to a gay bar. So I went with him, we had drinks, kept chatting, are legs touching, but I wasn’t sure if he wanted to hook up or not.
Then we went home, into the living room, sat down on the couch, continued talking, and then finally, I leaned forward to kiss him and he was all over me!
We eventually got naked and made out in bed. I went down on him for a bit, but neither of us came.
He says he’s never had anal sex before (neither have I).
Today, apparently he’s out seeing his 45 year-old girlfriend.
My former roommate has no idea we’ve hooked up!