A Jack-Off Session With A Good Buddy Turns Into Much More...
This all happened 3 years ago when I was 17. I had known Chad from school for about 4 years, but we never really talked about hanging out until the end of our senior. We exchanged screen names and began talking online. Once we got more comfortable with each other we began to discuss sex and masturbation. Chad asked me if I had ever masturbated with another guy and I told him I hadn't. He told me that he'd always wanted to but never had because he was uncircumcised and he was very uncomfortable about it. I told him I didn't think there was anything weird about being uncut and that I would jack off with him sometime, because I had always wanted to but thought I would make someone uncomfortable.
A few days later Chad came over to my house to watch porn, we both knew we'd end up jacking off together, but we didn't actually discuss it. We turned on a video that featured an uncut guy having sex with a blonde girl. I noticed that Chad seemed to be responding more to the guy than the girl, which didn't bother me because I am bisexual, though Chad didn't know this. About 5 minutes into the video I suggest we masturbate, Chad made me go first because he was uncomfortable about me seeing his uncut cock. I had no problem with this so I took my clothes off and began stroking myself and within 30 seconds, Chad was naked as well. His penis was slightly longer than mine, about 7 inches, but mine was definitely thicker.
After a minute Chad could tell I was staring at his cock and told me that I could touch it if I wanted to know what the foreskin felt like. While I was checking it out I stroked him once and then apologized if he thought it was sexual (even though I meant it to be). He told me he wasn't bothered and that it felt great. Before I knew it I was giving him a handjob and he was returning the favor. After a few minutes I told him I was about to cum and he started to get up, I assume he didn't want to get it on his hands so he was going to have me finish, instead he got down on his knees and started sucking me off. When I came he swallowed every drop and then I went back to jacking him off.
Before long I could tell Chad was approaching orgasm so I decided it was only fair for me to blow him as well. I took his cock into my mouth and began deep throating him. I started massaging the spot between his balls and his asshole and felt his whole body quiver as he began to cum, he must of shot 5 or 6 strings of jizz into my mouth and I swallowed every drop. After we were done we both decided we were comfortable with what happened and did it again on many occasions after that.