This past season I was a backup guard on my high School basketball team. We made it to the state tournament, and we were all excited about the trip. We took a long bus trip and arrived at a seedy Ramada late at night. I was rooming with Wes, the other backup guard. I was a Senior and Wes was a sophomore. We went to our room, and went to sleep. In the morning, Wes got up first and went to take a piss. His boxers were bulging with an obvious morning boner, and it was pretty impressive. I had seen him butt naked a lot in the showers, and he was pretty average in the dick department, so I was a little surprised by how big it looked in his boxers with a boner. He was in the bathroom for a while, longer than it would take to just piss, and I went to the door, and could hear the telltale slapping sign of jerking off. I hopped back into bed, and a couple of minutes later he went back to his bed, and I acted like I was asleep. Shortly thereafter, I went to the bathroom, and rubbed one out too, actually thinking about Wes doing it just before. I rarely have fantasies about guys when I do it, but that was one time I did.
That afternoon we played our Semi game, and our starting guard hurt his knee in the second half. Wes went into the game, and with four seconds to go, got fouled. He missed both free throws, and we lost by one point. Needless to say we were all bummed, but Wes was despondent. We tried to make him feel better but he wouldn't talk to anybody. That night we had an early curfew because the consolation game was at 11:00 in the morning. When I came out of the shower, Wes was laying on his bed in his boxers with his hands over his eyes. I started to try and get him to get over it, and he just started sobbing. I really didn't know what to do, and I sat on the edge of his bed and touched his shoulder and told him it was OK. He sat up next to me, and I put my arm around his shoulder and kept trying to let him know that no one blamed him. He started to calm down, and then reached around, gave me a hug, and buried his chin over my shoulder. I was rubbing his back, and then I felt him rubbing my back. Then it just sort of happened.
We fell back onto his bed, still in a clinch. I heard Wes say thanks, then he leaned over and gave me a quick kiss on cheek. I was kinda surprised, and didnt say anything, then I kissed his cheek, and told him no problem. He started to lightly rub my chest, and when he grazed my nipple, my dick got instantly hard, and I got super horned up. I put my hand on his thigh, and he ran his hand down my body, and rubbed my shorts. I moved my hand up to his crotch, and felt his hard on too. Before I knew it we were both naked on his bed, groping each other, rubbing our cocks together, jerking each other off. I licked Wes's nipples and he really went nuts. I was fisting his big dick pretty fast, and he was moaning and letting out a lot of precum, then he came with a little gasp. He pulled my hand off him, and started to jerk me off fast with one hand, and fondled my nuts with the other. I was getting close when he leaned over and sucked my nipple, and started rubbing my bunghole with his finger. I exploded in the best orgasm of my life.
We had cum all over ourselves, and were panting like we had just run a marathon. I grabbed my boxers and we cleaned the goo up, We laid there naked on the bed and talked about what had just happened. We both admitted that we felt guilty, but both of us also said it was best we had ever felt. We ended falling asleep in the same bed, and later that night I was awakened to Wes rubbing my dick again. We ended up getting off again, then we did it a third time in the morning, but in the shower that time. I never thought of myself as gay or bisexual, but that night really changed me. Wes and I hooked up a lot the rest of the year, and did a lot of other stuff as well. I dont know if its just the taboo or what, but doing it with him gets me off better than any girl.