I playing with myself a lot. Of course I didn't know what I was doing, only that it felt good to pull on my penis every chance that I could. Every time I was alone I would pull down my pants and play with it; in school, at home, the shower, in the woods where no one was around. It wasn't even sexual at that time, I didn't know what I was doing.
Charlie lived two streets up from me and was in high school. I can't remember exactly how old he was, but I'm going to guess and say he had to have been close to
19. Somehow I wound up at his house and we were under his enclosed porch where his father kept garden tools and such. The talk between us turned to sex and he showed me some Playboy magazines. I had actually seen a couple before and I really enjoyed looking at naked women. Charlie asked me if I ever played with myself and I said "no." That's not something you admitted to other guys unless you wanted to get made fun of. He smiled and said "well I do, you don't know what you're missing." I broke down and next thing I knew I was telling him everything. About how sometimes after school I even ducked into the Burger King bathroom so I could pull my penis out and play with it. Charlie asked me to show him. I was embarassed but excited. He said he'd show me if I would show him.
It was summer and I was wearing swimming trunks. I slid them around my ankles and my cock popped out of my shorts. It was only big enough for me to grip with a couple fingers, and I didn't know how to stroke it anyway. I rubbed it, pulling the skin back and forth. I really wanted to see his so I pulled my shorts back up and said that he had to show me now. Charlie said that he had a better idea and suggested we go inside.
We went into his room and sat down on chairs facing each other. Charlie started asking me a lot of questions like "do I play doctor with anyone" and "has anyone ever touched me?" I actually did play doctor with another boy and girl my age, and I told Charlie about the club we called "the naked club." Looking back it was just kids playing and figuring out things, but it really turned him on. I told him how Sam, Janet and I would get naked and pretend to operate on each other. He asked a lot of questions about what Sam's cock looked like. While he asked I felt Charlie gently pull my swimming trunks at the waist and he reached inside them and started feeling my cock. It felt really nice, he did something with his fingers up and down that I'd never felt. After a couple minutes he said "do you want to see something really cool?" I said yes.
Charlie stood up and pulled down his shorts, exposing his cock. I remember he was a red head and had a lot of hair down there and his cock looked huge to my eyes. He laid on the bed and told me to sit next to him. Taking my hand Charlie put it on his cock and instructed me to stroke it up and down. It was really warm and I could barely get my hand around it. He said to just keep doing it and I would see something cool. While I stroked him he pulled my shorts down around my ankles and played with me. I remember my arm was getting really tired and asked him if I could stop. Just then he started breathing heavier and said "no, the cool thing is coming...keep watching!" Suddenly his cock grew even hotter than it was before in my hand and he stopped touching me. White stuff started spurting out of his cock, I thought it was pee at first. The first spurt hit above his head on the wall and the others landed on his chest. I had just brought him to orgasm and didn't really know what it was.
I don't remember ever seeing Charlie again after that, but a couple years later I was staying at my grand parents house for the summer. I was laying in bed and playing with myself and remembered stroking him up and down. My cock was still too small to grip so I positioned my fingers around it and stroked it up and down. After a couple minutes this amazing feeling washed over me and I experienced my first orgasm. Nothing came out of course, I was too young. From that moment on I had a new purpose in life - to achieve that "funny feeling."
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