David my friend stayed over one night and he slept on the trundle next to me. We talked about random stuff and then he asked me if I wanked I told him I didn't and I said I knew what it was, but I just didn't know how to do it. He said you could either use your whole hand or you could use your fingers like a squid.
I suggested we played dares just to see him wank and I went first. I dared him to have a wank and he did he started doing it under the covers. I asked him if he could show me so it would be easier to learn so he pulled out from under the covers a six inch cock. I asked him if he could show me the other way so he did. As he got to climax he started groaning and several strands of cum shot out of his cock.
He said I've done my dare now you have a wank. I was a little shy but after a lot of persuading I pulled my dick out from under the covers. He saw that I was struggling and told me to try the other way. I did but was still struggling. Then he did something very strange he reached over and said let me show you. He started sleuth the squid technique and it felt amazing I had never wanked myself before, let alone another boy. It was not long before I started to climax it felt great. First I felt a weak really good feeling and that grew and grew until I orgasmed it was the best feeling I had ever felt. I didn't cum because I hadn't gone through puberty but it was great.
He asked me how it felt and I told him that it felt amazing and that I couldn't believe how good it was. He said I know he had been doing it for ages. He told me that he did it four times a week and joked that he was going to write me out a 'wanking timetable'.
I have never been able to get as good orgasm as that night and I have never had anyone wank me off since. We are not really friend anymore but I will never forget my first wank.