When I was in my early teens. I got curious what about pissing in my jeans would feel like and decided to find out one afternoon when I was home alone. After drinking many glasses of water, I went into the bathroom and tried to let go. And tried and tried. About to give up on the experiment, I set on the toilet still wearing my jeans. That did the trick, first a short squirt, just enough to spot my crotch, than I let loose and watched with excitement as the spot spread over my crotch and I could fell my hot piss flowing over my balls. I managed to stand up still pissing so my legs got wet also and, when I finished, had a big hardon and knew I was going to do that again. Until I went to college and met another pants pisser this was a secret pleasure. I thought I was the only I who did such things and was probably weird but I enjoyed it so much I wasn't going to stop.
Moving to Pittsburgh for college got me out of the small town I'd grown up in and gave me a chance to explore my gayness. Pants pissing, however, remained a solitary pleasure. I wasn't brave enough to bring it up with the few guys I was having sex with. Even as a freshman I roomed off campus, having enrolled at the last minute and the dorms were full. There were only three of us rooming in the house which meant it wasn't too hard to find times to use the shared bathroom for my secret pleasures. Also as I got to know Pittsburgh a bit, I would sometimes in the late evening go out walking, I'd found some areas that weren't very busy and I could piss my jeans without being seen or so at least I thought.
Bryan and Tim were my housemates. Tim was a fellow freshman and a nice guy who kept to himself mostly. Bryan was a senior, vice president of his fraternity and also a nice guy. I knew him a bit better, in part because his room was right across the hall from mine and he usually kept his door open in the evening. We discovered early on that we were both avid Pittsburgh Pirate fans. At that time the Pirates still played at Forbes Field in the Oakland section, close enough that we could either walk or take the streetcar.
One afternoon as I was coming home from a class, Bryan said "Hey Matt. I've got the tickets for the game tomorrow evening and wondered if you'd like to go with me." Was surprised he was asking me rather than one of his frat brothers but was excited at a chance to go to the game. It was the last home game of the regular season, the Pirates were playing good ball that season and were in the running to get into the World Series.
We went to the game, the weather as still nicely warm, Forbes Field was packed, and the Pirates won.
As we were walking out of the park after the game, Bryan asked me to wait for him, he needed to take a piss. He wasn't gone very long and, when he caught to with me, said "The line is too long. I'll wait for a better place." A streetcar heading in our direction was boarding when we got to the avenue and we managed to get a place by the back exit doors. By the time of streetcar was loaded everyone was packed in like sardines, even the two of us, my leg was pressing into Bryan's crotch.
As the streetcar was rumbling up Squirrel Hall, Bryan whispered "I've found the better place." and started pissing, soaking his crotch and my leg. "I'll save the rest for later. Lets got off this thing."
We got off the stop before the usual one and started walking home. I loved that." I said "but you sure surprised me. I never thought you were into guys or into such kinky things."
"I'm definity not into guys unless it's one of those rare occasions when you come across a piss bud. Was walking home through the park one evening last week when I saw you ahead of me. Then you turned off the path into some bushs. Curious, I followed you for a little while then you stopped well hidden from the path. I watched, covertly, as you wet your jeans and jacked off in them."
By then we were home in Bryan's room, the door locked. Standing about three feet from me, Bryan opened his fly and took his cock out while keeping his jeans on and I did the same. "Ready! Aim! PISS!" and his stream of hot piss drenched my shirt and my jeans while my piss did the same for him. As his stream of piss slowed to a trickle he started jacking his cock while my last big stream splashed onto it. Then we both were jacking and cumming.
"That was hot" Bryan said. "I haven't done it in years. I take it you liked it too. You sure were cumming."
"It was great, the first time I've been pissed on."
"When I was in junior hi I had a bud who liked piss play. He started me on it and we did it a lot for about a year. Then he moved away and I discovered girls. Your the first guy I've pissed with since then."
"If you ever want to do it again I'm ready and willing."
"May take you up on that sometime but, as I said I'm not normally into guys."
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