I've been reading stories for years and I thought I better tell mine.
The first time I masturbated with a guy was when I was about ten. My cousin from Europe was visiting and we shared a bed when visitng my grandma. I don't really remember much except playing with each others penises through the slits in out pj's.
The next time I masturbated with a friend was in grade five. We were having a sleepover and again I don't really remember how it started, but it was the start of a lot of jerkoff sessions. We did it almost everyday for almost two years, until grade seven when he moved away. We would even jerk off on the phone together. Usually what got us going was my sister. She was three years older and popular, thus making her hot as well. I'll get back to her later. My friend and I would take turns jacking each other everytime.
When he finally moved away I discovered another friend when we were in grade eight. He had an older sister, who wasn't as hot, but we jerked off a lot too, talking about her. I remember how this one happened a lot better. We were having a sleepover and he stole some of his dad's pornos so after looking at them we went to bed. When laying there I asked if he was hard and he said yes, so I said so was I. We just started jacking off right there in bed with each other. I asked if he had done it with a guy yet, and he said no. I said I did, and asked if he wanted to show each other and he said sure. Basically we jerked each other every day for about another two years. We would even cum on each other.
Since then the only guys I've been with have been guys I've met from the internet. Still looking for a good jackoff buddy like in the old days.