It was my first time masterbating with and in front of a guy.
One summer I made a friend in George on my baseball team and he invited me over to his house to go swimming in his pool. I had just turned twelve and had learned the pleasures of masterbating a few months before.
When I came over his mom was sun tanning by the pool with her bikini top off she was lying on her stomach but her cleavage showed she had big tits!
At one point when we were swimming, I noticed she had turned on her back. The next 20 minutes or so was spent jumping in and out of the pool looking at George's mom's boobs. My dick was hard for most of that time.
George asked me if I wanted to get a pop and we went inside. I said I was going to the washroom. I was planning to take care of my hard dick. George must have seen my hard on through my shorts because he blurted out my mom has big tits eh. He said, 'Do you need to jack off, if so let's do it.'
I could now see his hard on in his shorts. We went to his room. I was just starting to get a little peach fuzz above my dick but when he pulled down his shorts he had a lot of hair and his dick was a lot thicker and longer. It didn't take me long to have a dry orgasm. Soon after he squirted cum. We jacked off a lot that summer and it wasn't the last time I saw his mom's tits either.