This is a story from back towards the end of high school about a decade ago.
I was one of only 6 guys in my senior year honor choir. My gay best friend George and I had just turned 18 recently, a couple months before graduation. We were both around 5'10, he was slender, I had some build. Both Hispanic but he had a full beard while I could barely grow sideburns. We wanted to make this the best trip ever, one last hurrah to finish the year. We went up north to a snowy mountain town and when we got to the hotel we were staying at we found out were going to be sharing a room with Drew, a 19 year old second-year senior who had always been one good looking guy. He was always flirting around with girls and occasionally acted flirty with the boys too so he was hard to pin down but as far as we knew he was a straight slightly metro guy. As a choir boy, he had the talent and charisma that made people want him but was also down to earth and a genuinely cool guy. George and I had often times talked about him, about what we'd like to do to him He's a short guy, about 5'6 with a slender frame and short curly hair. He had a cute mouth, soft looking lips under a thin goatee adorned by a small lip piercing. I had been on a school camping trip with him before, nothing crazy happened but we did sleep in the same cabin. I remember jerking off while staring over at where he was sleeping...
Anyways, we found out since we were all over 18 we were going to be sharing a room on this choir trip. Obviously it wasn't a problem for me or George, we both looked at each other with a twinkle in our eyes. We went up to our room, set down our stuff and got ready to go out to dinner. We got some food and stopped by a walmart for some last minute supplies, and Drew decided to buy a pack of Uno cards to keep us entertained. After coming back we discussed sleeping arrangements, George has more trouble sleeping so he got the solo queen bed and drew and I would share. Sweet. No problem, except it was way to early to be tired. We decided to go kill some time at the pool downstairs. We splashed and had a good time with our choir mates for a couple of hours until the hotel pool closed and we had to go back to our rooms. We might have been over 18, but it was still a school trip so we couldn't go out and do what we wanted. Drew talked a big game about wanting to go out and meet girls. Or maybe going out to a casino to play some games. That's when George and I dropped our suggestion, lets play some Uno and to make it interesting we'll play Strip Uno. You lose a round, you lose some clothes. It was a ridiculous request but he accepted, his cockiness quickly convincing him that he's going to win no matter what.
Cut to a couple rounds down the line.. George is killing it and has only had to take off his socks. I was a bit better off, my shirt and shorts had come off by then, lying in between the two queen beds we were sitting on. Drew, however, did not have the Uno spirits on his side. First went the socks, like a classic straight boy trying to buy as much time as he can. Next was his shirt, revealing a slightly hairy chest and a treble clef tattoo marking him as the artist he was. Next was his swim trunks, still drying from our time in the pool. The innocent pool fun we had was turning into something so much better. At that point he was already laughing at his frustration. I don't know if maybe some part of him wanted to lose, but he kept playing along fueled by George and I telling him how he can't back down now or else he's a pussy after all the shit he was talking. After one more quick round, the time had come for him to lose it all. He turned red when he realized what was happening, but he wasn't no quitter. He said "fuck this game" but the boxers came off anyways. And there he was in all his glory. For a short boy, he had a beautiful long uncut dick with some nice hanging balls. It was trimmed up, maybe expecting something to happen on the trip? We laughed and catcalled him, congratulating him for having the balls to get undressed in front of us two fags. He crossed his arms, said "whatever man y'all cheated anyways for real" and laid back in his bed. After that, he said "well I lost the game so I guess you guys can keep playing or do what you want".
So we did what we wanted.
We had been eyeing him the whole game, taking in every inch of bare skin. Our fantasies coming true with every article of clothing and now here he was. The sexiest straight boy in choir, naked and defeated lying in front of us telling us to do what we wanted. So we came over. George and I taking a side of him each. Gentle touches on his legs, rubbing up towards his exposed cock. George was less shameless than me, "whatever we want huh? Well we've been wanting this for a long time" and put his mouth around Drew's soft cock. He breathed deeply, feeling the warm mouth take him in. He lifted his arms up over his face and breathed deeply as George and I took turns servicing his beautiful cock. I felt his 8 inches grow inside my mouth, the smell of his balls intoxicating me. We made out on his dick, our tongues flittering across the head and up and down the shaft. I let George keep working that cock and I slowly kissed up his body. First up his smooth stomach, then up to his nipples, teasing them with my tongue gently. He covered his face in his hands saying "oh my God I can't believe this is happening". We couldn't believe it either, but there we were servicing this man and fulfilling our wildest dreams. We took turns on him until George finally got him to his limit. His breath quickened he thrusted his hips as he blew his load down George's throat. George greedily took every last drop, not letting up until that dick was drained and Drew's chest was heaving. He had laid there the whole time, knowing this is what he really wanted from us all along and us being happy to give it to him. He got up and suggested George and I could fuck if we were still horny and he wouldn't mind. We both jerked off but that's about it, we had had our fun together before but this night was all about him. Looking back on it, he wanted us as much as we wanted him, but he couldn't admit it yet. He wanted us to fuck so he could join us, but don't worry. This was only the beginning of my stories with him, he busted two more loads that night and after high school he really let his queer flag go and eventually let me inside him. Let me know if you'd like to hear those stories too.
I was one of only 6 guys in my senior year honor choir. My gay best friend George and I had just turned 18 recently, a couple months before graduation. We were both around 5'10, he was slender, I had some build. Both Hispanic but he had a full beard while I could barely grow sideburns. We wanted to make this the best trip ever, one last hurrah to finish the year. We went up north to a snowy mountain town and when we got to the hotel we were staying at we found out were going to be sharing a room with Drew, a 19 year old second-year senior who had always been one good looking guy. He was always flirting around with girls and occasionally acted flirty with the boys too so he was hard to pin down but as far as we knew he was a straight slightly metro guy. As a choir boy, he had the talent and charisma that made people want him but was also down to earth and a genuinely cool guy. George and I had often times talked about him, about what we'd like to do to him He's a short guy, about 5'6 with a slender frame and short curly hair. He had a cute mouth, soft looking lips under a thin goatee adorned by a small lip piercing. I had been on a school camping trip with him before, nothing crazy happened but we did sleep in the same cabin. I remember jerking off while staring over at where he was sleeping...
Anyways, we found out since we were all over 18 we were going to be sharing a room on this choir trip. Obviously it wasn't a problem for me or George, we both looked at each other with a twinkle in our eyes. We went up to our room, set down our stuff and got ready to go out to dinner. We got some food and stopped by a walmart for some last minute supplies, and Drew decided to buy a pack of Uno cards to keep us entertained. After coming back we discussed sleeping arrangements, George has more trouble sleeping so he got the solo queen bed and drew and I would share. Sweet. No problem, except it was way to early to be tired. We decided to go kill some time at the pool downstairs. We splashed and had a good time with our choir mates for a couple of hours until the hotel pool closed and we had to go back to our rooms. We might have been over 18, but it was still a school trip so we couldn't go out and do what we wanted. Drew talked a big game about wanting to go out and meet girls. Or maybe going out to a casino to play some games. That's when George and I dropped our suggestion, lets play some Uno and to make it interesting we'll play Strip Uno. You lose a round, you lose some clothes. It was a ridiculous request but he accepted, his cockiness quickly convincing him that he's going to win no matter what.
Cut to a couple rounds down the line.. George is killing it and has only had to take off his socks. I was a bit better off, my shirt and shorts had come off by then, lying in between the two queen beds we were sitting on. Drew, however, did not have the Uno spirits on his side. First went the socks, like a classic straight boy trying to buy as much time as he can. Next was his shirt, revealing a slightly hairy chest and a treble clef tattoo marking him as the artist he was. Next was his swim trunks, still drying from our time in the pool. The innocent pool fun we had was turning into something so much better. At that point he was already laughing at his frustration. I don't know if maybe some part of him wanted to lose, but he kept playing along fueled by George and I telling him how he can't back down now or else he's a pussy after all the shit he was talking. After one more quick round, the time had come for him to lose it all. He turned red when he realized what was happening, but he wasn't no quitter. He said "fuck this game" but the boxers came off anyways. And there he was in all his glory. For a short boy, he had a beautiful long uncut dick with some nice hanging balls. It was trimmed up, maybe expecting something to happen on the trip? We laughed and catcalled him, congratulating him for having the balls to get undressed in front of us two fags. He crossed his arms, said "whatever man y'all cheated anyways for real" and laid back in his bed. After that, he said "well I lost the game so I guess you guys can keep playing or do what you want".
So we did what we wanted.
We had been eyeing him the whole game, taking in every inch of bare skin. Our fantasies coming true with every article of clothing and now here he was. The sexiest straight boy in choir, naked and defeated lying in front of us telling us to do what we wanted. So we came over. George and I taking a side of him each. Gentle touches on his legs, rubbing up towards his exposed cock. George was less shameless than me, "whatever we want huh? Well we've been wanting this for a long time" and put his mouth around Drew's soft cock. He breathed deeply, feeling the warm mouth take him in. He lifted his arms up over his face and breathed deeply as George and I took turns servicing his beautiful cock. I felt his 8 inches grow inside my mouth, the smell of his balls intoxicating me. We made out on his dick, our tongues flittering across the head and up and down the shaft. I let George keep working that cock and I slowly kissed up his body. First up his smooth stomach, then up to his nipples, teasing them with my tongue gently. He covered his face in his hands saying "oh my God I can't believe this is happening". We couldn't believe it either, but there we were servicing this man and fulfilling our wildest dreams. We took turns on him until George finally got him to his limit. His breath quickened he thrusted his hips as he blew his load down George's throat. George greedily took every last drop, not letting up until that dick was drained and Drew's chest was heaving. He had laid there the whole time, knowing this is what he really wanted from us all along and us being happy to give it to him. He got up and suggested George and I could fuck if we were still horny and he wouldn't mind. We both jerked off but that's about it, we had had our fun together before but this night was all about him. Looking back on it, he wanted us as much as we wanted him, but he couldn't admit it yet. He wanted us to fuck so he could join us, but don't worry. This was only the beginning of my stories with him, he busted two more loads that night and after high school he really let his queer flag go and eventually let me inside him. Let me know if you'd like to hear those stories too.
