How I learned to masturbate for the first time
A boy in my seventh grade math class drew a picture of something I didn't understand, and was proudly displaying it to the kids in our class. I asked him about it and he said, 'it's a dude jerking off.' Before this, I have never heard about masturbation but I knew that rubbing my penis when it was erect felt GOOD. The only thing I understood about that was that the person was touching his penis, and I didn't want to be thought of as 'gay' so I left it at that.
A few days later, while I was taking a shower, I got hard (I was about 3.5' hard back then) so I decided to try this 'jerking off' thing. I started stroking and it felt good so I kept doing it. After about five minutes total I felt this weird, burning sensation in my groin and I wanted to stop, but my arm stroked my penis faster and faster. Boom, my orgasm hit, knees buckled and I fell to my knees. I couldn't see anything for a few seconds but then my vision cleared and I realized, 'Holy crap, this is awesome!'
After that, I masturbated 1-2 times a night but they were dry orgasms. A few months later I had my first wet orgasm, which was a very unwelcome surprise at the time. Imagine lying in your bed, stroking away and expecting a no-mess orgasm when suddenly you feel a warm, sticky liquid get all over your fingers as you orgasm. Not fun! After that I kept a towel near my bed to catch all of my cum.