My name's Matt and I had sex with my best friend's brother. I was 23 at the time and my best friend was 23 as well (a few months younger though) and his little brother was 19. My best friend's name is Logan and his little brother's name is Sam. Me and Logan spent a lot of time together, we're roommates so you can imagine how much time I'm talking about. We grew up together and I always knew his little brother. He spent a lot of time with me and Logan. I guess I never really thought I would imagine having sex with my best friends little brother, but I did. It all started when Logan went on a trip with some of his other friends to Hawaii. I didn't really want to go since I didn't know hardly any of them so I stayed behind. Well it turns out Sam didn't want to go either, but since he didn't have anywhere to stay he came and stayed with me. Now mine and Logan's place wasn't anything special. I didn't really know how things were going to work out since our guest room was an office and the only other bed in the house was a blow-up mattress. The first night Sam couldn't sleep in his brother's bed because it was covered in stuff so he had to sleep on the couch. Well after a couple of nights I started to feel bad so I asked him if he wanted to share a bed with me. He seemed hesitant at first, I guess so he wouldn't seem gay, but he eventually warmed up and decided to sleep with me. Well the first night was pretty awkward. I'm a pretty muscular dude and he's fairly toned too so the queen bed turned into a twin fairly quick. The second night though it got better. After a few hours of trying to go to sleep I decided to get up and do something until I felt sleepy. I was just looking around and saw his bag and I was feeling a little nosy so I decided to dig. Now I've never looked at by best bro's brother in any kind of sexual way before, but I hadn't seem him since he got well sexy. He was the type of guy he always wore American Eagle and liked to have his shirt off and it turned me on. I found some of his boxers and the smell of his cologn e was covering all of his clothes and it smelled great. After a while of nosing I got sleepy so I went to lay down and thinking he was in a pretty deep sleep I crawled in next to him and slowly put my arm over him and pulled him into me. My dick was already stiff and the feel of his tight toned ass only made it worse. I slowly rubbed my hands over his lightly muscular body and very carefully down his boxers. His cock was so soft and smooth. By this time I was lightly humping on him. He woke up and jumped out of the bed. He started to scream wanting to know what I was doing. I noticed though he was hard. I just said I was holding him. He seemed mad, but laid back down and let me go back to holding him. This time he grabbed my hand and held it against his hard cock. He rolled over on top of me and slowly rubbed my chest as his ass slowly rocked on my growing bulge. He slowly went down on my cock and OMG how he sucked my cock. I came so close to blowing my load in his warm mouth. I pulled him up to me and we started to make out. It seemed like forever that we made out...my tongue swirling around his. I was so hard by now I couldn't stand it anymore. I ripped his boxers off and quickly wet his ass. As soon as I knew he was ready I pushed the tip of my cock against his tight hole and slowly pushed in. He clinched at first, but then he relaxed. I pumped in and out of him only a few times until I came deep inside him. I collapsed on top of him and we slept like that until morning. We did it everynight until his brother came back. Me and Sam still talk, but we haven't had an experience even close to the last time.