Matt and I had been best friends since the fourth grade. We were constantly together, and we kept almost nothing from each other. I think I spent at least one night every weekend at his house. We always slept in the same bed because he had a queen size, so there was enough room for the two of us to sleep together comfortably, but we normally slept fully clothed.
When we entered high school, we started to become a little more comfortable with each other so we were able to sleep in only our boxers. We would stay up for hours on his laptop playing games and instant messaging. I once was using Matt's computer when he left the room to get food, and I checked his history to see if he looked at porn and if so what he liked. We had discussed girls, porn, and jacking off before but never with very much detail. I was completely shocked when I saw all the porn Matt looked at! As I was looking, he walked back into the room and saw the screen. At first he was really embarrassed, and I told him it was alright because I look at porn too. But that was when he told me he was bi-sexual, and he was really ashamed and that was why he was embarrassed. I am completely fine with it, so I didn't care at all.
I asked Matt to show me some of the straight stuff he liked, and we sat on his bed staring at porn for at least three hours without making a sound. I had a raging hard on, and I could see by the light of the laptop that Matt's dick was fully hard too.
Finally, after my balls were about to burst, I asked if I could take care of myself. Matt was thankful that I finally broke the ice, because he didn't feel comfortable doing so. We jacked off for about four seconds inside of our shorts, and almost instantly we came. We changed out of our wet boxers and got into bed and went to sleep.
This went on for about a year nearly every weekend until we just automatically assumed we would jack off around 3 AM every time we would spend the night.
One night we were sitting in Matt's bed and I had the laptop between us and I found a good site for free movies. I would always be considerate of Matt's sexuality and I would sometimes find bi movies for him because he has a stronger preference for guys. I personally don't like it at all, so I just don't watch when the gay parts come on. We were sitting there and stroking ourselves for a while, but when I looked over I noticed he wasn't wanking. I asked him if he had come, and he said he hadn't. So I asked him if he wanted a different movie, and he said he didn't care, he liked the one we were watching. Then I asked if he needed something, and he said, 'Maybe a little help.'
I had never touched another guys dick before, so when I heard this I was reluctant. I am not gay, but I know guys who have done this before who are perfectly straight. I hesitantly reached for the elastic at the top of his boxers, and slid my hand underneath. My fingers ran through his thick, coarse pubes and I took hold of his hard dick. As soon as I touched it, I could feel it pulsing in my hand. I slowly slid his foreskin up and down over his head. He reached over and did the same for me, tenderly rubbing his best friend's dick.
In less than a minute, I was jizzing all over my stomach and his hand, and he did the same.
We cleaned ourselves up and got back into the bed, only this time I put my arm around his waist and we laid in his bed naked, and we were even better friends.