My first time masturbating with another boy happened when I was 13.
By the time I was 13, I was a veteran masturbator, but very secretive about penis pleasure in that my family was very religious, and would have been horrified if they knew their innocent son was a three times a day peterpuller. So I never talked about my solitary vice until my friend Allen one night when he and I were alone in his room asked, 'how much do you jack off?'
I didn't answer at first, but felt my face turn crimson. He saw my embarrassment, and laughingly continued, 'Come on we all do it. There's no reason to be ashamed. Let me see your dick.'
For some strange reason, I felt compelled to do what he asked, admitted he was right, and slid my shorts and briefs off. By then my male pride was fully extended to it's five inch splendor. He stared at it commenting that it was a great example of boyhood sexual equipment. He followed me in getting nude. We began to stroke together after about five minutes, I felt the inevitable contractions of a great orgasm beginning and warned him I was going to come. My orgasm began with a long squirt of white sperm followed by four more ropes. He was amazed at the quantity, and exclaimed, 'what a load!'
Seeing me shoot, set off his orgasm which was respectable, but about half the volume of mine.
We became jack off buddies fron then till we were both 17.