I was around twelve years old the first time I did it, and actually I never even knew it was a thing before I found out what masturbation was. It was the school holidays and I was on my way to the local football pitch where I would meet my friends whom I had not seen during the school term. When I got there, I found them huddled around Jack. Jack was a much older guy who had moved to neighborhood that year. I can’t remember how or why but we all suddenly looked up to him and came to love him in the way young boys love a fun uncle. He was short, stocky and had a real rough and jagged look about him, but whenever there was trouble or a football game, Jack would come running for us.
I always remember the time some high school kids tried to take our ball and chase us from the pitch, then just hovered around us like sharks waiting for the first sign of resistance or blood. I was terrified. One of them was staring directly at me, not even blinking, and I could feel the heat on the side of my face where I was sure he was going to bash my head in. Then out of nowhere, like something out of the movies, Jack came bursting onto the field yelling and cursing like a pirate. They tried to run but he grabbed one of them by the collar, almost started beating on the kid, but we made him stop. He went with us to the bully’s house and eventually we got our ball back. I think that’s why it took me so long to let my imagination go growing up. It’s hard to not believe in fairy tales when you’ve met a real life superhero.
Anyway, this day in the field is when I found out about masturbation, surrounded by my friends and Jack huddled in the field. He was more than just a protector; Jack was like our guru – when he felt chatty he’d tell us all about girls and sex. It seemed like there was nothing he didn’t know, and he was, for some of us, the only voice offering guidance to our raging hormones when parents just told us to shut up and go to school.
“You’ve never jerked off?” He said to me, giving me this crazy puzzled look along with the rest of my friends. I shook my head, I was the only one apparently. “Look,” He laughed, then continued. “When you get home, just tug on it like this-” he made a mock gesture with his hand. “Then keep going until it feels good.” I didn’t go rushing home, although I wanted to. I had no idea there was an alternative to sex. I knew sex, mostly heard about it. My mind and body knew it before I could – women had something that I wanted. The rest was a simple connecting of the dots (and genitals.) But by myself? I had to get home. I had to try this out. That night I had the house to myself and locked myself in the bathroom. I looked at my penis, a familiar but quiet acquaintance, and he sat there looking bored and unmoved. I thought about what Jack said and his gesture, then tried it, held myself in the hand gently like I was handling fragile goods, then began tugging.
There was nothing at first, and I started to feel disappointed then worried something might be wrong with me. That’s all your teenage and adolescent years really are, aren’t they – constant worries and insecurities. I tried harder, then faster, then before I knew it a door snapped open inside of me. I started to grow in my hand, but the feeling was too much and I had to stop. I caught my breath, I wondered what the hell that was, I even felt a little scared to keep going, but the floodgates had been opened. I started again, but this time much more sure of myself. For some reason, well obvious reasons, thoughts came to my head: girls, girls, girls. Amanda and her pretty face, that time mom was sleeping and I saw a woman’s breast on late night television, kisses, kisses, kisses. Then it happened, that surge, that release, that crescendo before the complete and magnificent shut down of all your senses. I came, but I didn’t know what coming was. Nothing actually came really, it was still just my pecker looking ready for a march and me breathing a little hard. I tried to go again, because what feels good once must feel great a second time, but it hurt and I couldn’t.
The next day Jack was in the park with the rest of our group. As I came up he looked at me with waiting eyes and a bit of a crooked smile.
“Well?” He asked.
“Well what?” I said, looking away and feeling ashamed even though I couldn’t understand why. But Jack only laughed and put me in a playful headlock.
“He’s a man now boys!” They all laughed, some even clapped, and I couldn’t help but kind of smile. Then I didn’t feel so ashamed any more.