In my teenage years I was pretty naive about things regarding sex. By the age of 16 I had been masturbating for some time and had a very vague idea of how one had sex with a female, but at this point had never even kissed a girl. Even when I asked my dad questions about sex I never got a decent answer.
This story is about the first and only time I had a sexual M-M experience as well as my first experience using a condom.
One time one of my buddies (Larry) told me that when I came over to his house that day (a Saturday) that we would have a special experience, but wouldn't elaborate. When I got there, his folks were gone for the day and there was a girl sitting on the couch in his living room. He introduced us and quietly told me that Jenny was the neighborhood whore and he had her come over so we could both have sex with her.
He then went over and started talking to her and they disappeared into the kitchen. A few minutes later they came back out and she left the house. I asked what was up and he said she showed him that she was having her period and wouldn't have sex then. So we were both quite bummed out.
Larry asked me if I'd ever had sex before and I said no. He said that in order to keep her from getting pregnant, he had got some 'rubbers' and since she was gone and we were both horny, we should jerk off.
It was his idea that we should use the 'rubbers' and jerk each other off. That way we wouldn't make a mess and really wouldn't have to touch each other directly.
So we sat on the couch, after having dropped our pants, and he showed me how to put on the rubber. It was probably the newness of the feeling, but feeling the tightness of the rubber on my cock just made me all the harder and I didn't think it would take all that long for me to cum. However once he started jerking me (his technique wasn't all that good) it took a while for me to get to an orgasm. But I came explosively. Then I proceeded to jerk him off. It took Larry a long time to cum too. I think even though we were both pretty worked up initially, there was something inhibiting about doing it with someone else, especially a guy.
Although one other time another friend and I had a jerk off contest to see who could cum the fastest, that was the only time I ever touched or was touched by another guy.