I had the same roommate through most of college and we were really close friends. And yeah, we experimented with homo s** now and then – admittedly, he initiated it mostly and I got the impression he’d had a lot of practice getting head and f****** guys before. We were both kinda nerdy and geeky, although I was small and skinny to his tall, beefy/hairy. It was never a romantic/couple kinda thing – just fun now and then (ok, pretty often) and he almost always topped. We both still dated girls, and I eventually settled down with a woman and (mostly) gave up the gay stuff. That’s not the confession, though.
His parents lived fairly close by, and my family was across country. Now and then his parent’s would ask him to come home some weekends to babysit his little bro when they were going out of town. He asked me to come with him sometimes. It was cool having a bigger actual home to stay at some weekends – well stocked fridge, big flatscreens, video games, etc. – for a poor college kid, it was like vacation.
It was fun, and his little bro was pretty cool. Smart too for an almost teen – he kept up with us and loved playing video games, watching movies, eating junk. We had fun hanging out, all cool. My friend and I had been hitting beers pretty hard. (and some hard stuff) so i went up to his room pretty late to crash, leaving him and his little bro to finish up watching a movie.
After awhile I just woke up, feeling pretty dehydrated and needing something to drink. I wasn’t sure what time it was and tried to be quiet going downstairs thinking maybe they’d fallen asleep watching tv and not wanting to wake them. TV was still going but they weren’t asleep. My friend was laying back on the couch with his little bro between his legs sucking his c***. I just immediately froze, not knowing what to do.
I realized pretty quick this wasn’t the first time. Little bro wasn’t struggling to take the c*** and my friend was encouraging him and whispering to him. Asking him if missed that c***, letting him know to s*** harder, or softer, or tug on his balls, etc. Couldn’t understand much of what was said it was so low, and the sound from tv covered up some. Little bro would occasionally come off the c*** to giggle or laugh at something and my bud would “shhhh…be quiet.”
After a few minutes my bud told him to get up on the couch with him and sit on his face while he sucked. Little bro complied and Squealed a little when he settled on my buds scruffy face. After awhile he tried to insert a finger into the boy’s hole and he protested a little – getting a smack on the a** and another reminder to be quiet. He got used to it pretty quickly and they settled into a rhythm, with only some small moans until bro lifted him off and asked him if he wanted to be fucked. Little bro said he wasn’t sure but ok.
My bud told his little bro to lay down on the floor on his belly and spread his legs. He did, in front of the TV, like he was just gonna watch a movie – only naked. My bud got on his knees over him and began working his c*** into him. I thought it wasn’t going to happen at first. Little brother was complaining…saying it hurt. My bud asked him if he wanted to pull out and he said no, just go slow.
My bud was explaining what he was doing, saying i’m just gonna put the head in for a second and then pull it out, ok? Little bro whimpered a little but said ok. This went on for a long time. I just watch my bud slowly hump his little brother with his c***. Listening to the boy occasionally whimper or moan and more and more of his brother’s c*** slid into him. After awhile my bud said “way to go, you’ve got all of it inside you. I’m gonna f*** you now.”
And he did. My bud fucked his little bro. I watched him f*** him, laying in the floor, while that boy grunted and moaned. I watched until he picked up the pace and said “I’m gonna c** in your hole.” Then collapsed on top of him.
I snuck upstairs, shamefully jacked my wet, dripping d*** off, and went to sleep. I never mentioned the fact that I was aware of anything as long as I knew him. I spent many weekends with him at their house. And yes, i spied on him f****** his little brother every chance I got.