Teaching me to jackoff

It was the early 80s, a time before the internet where we learned differently

It was 1981 and I had just turned 12 and I was heading to my friend Serling’s house to watch the movie Caddy Shack that his Mom has rented for us. Sterling was 14 and he always came off as cooler and more mature than his age. After binging on pizza and rootbeer we started the movie and before long we came to a sex scene. Sterling got up and moved to the VCR and rewound the tape so we could see the big boobs proudly displayed by the blonde actress.

My young cock was harder than it had ever been and my little prepubecent balls were aching. That’s when Sterling looked at me and said, “I need to jackoff”. Not knowing what he was talking about I stammered and pretended to know what he was saying but it was pretty obvious I had no clue what he was talking about. He then asked “Do you want me to show you? I answered yes without any idea of what he was going to show me. He was cooler, older and smarter.

He walked over to his side table and took a bottle of lotion and walked back to the couch. He rewound the sex scene a few more times then leaned back and pulled his shorts down as his hard dick sprang out from his shorts. Being a few years younger than Sterling I was initially shocked by the thick patch of brown hair covering his four and a half inch hard dick.

He closed his eyes and tilted his head back as he started working his young cock. His breathing became more labored and deeper as he stroked his dick faster and faster. The head of his dick was becoming redder and redder. I had no idea what was going to happen but between the actress showing her bouncing tits on TV and my friend stroking his cock I was mesmerized. Suddenly his legs started to shake and without any warning other than a small grunt I saw a small jet of white stuff erupt from his hard cock. He immediately opened his eyes and smiled. He said, “I came, your turn”.

I was embarrassed and horny at the same time. No person had ever seen me naked in a sexual way and my dick was typical for my age and not hitting puberty yet. No hair, 3 inches and thin. Not knowing what to do but not wanting to miss out or disappoint Sterling I leaned back on the couch, lifted my hips and pulled my shorts down to free my little cock. My hands shook as he handed me the lotion as I smeared it on my palm like I’d seen him do.

Pure pleasure and total embarrassment shot through my body as my hand spread lotion on my dick. Unlike Sterling I didn’t shut my eyes but I alternately looked at him watching me and what was happening on the TV. As I was stroking my cock Sterling started giving me encouragement and instructions. “That’s right, stroke it slow. Make yourself feel good. Rub the top with your fingers.” I could feel the pleasure pulsing in.my hard little boy dick.

I didn’t know it but I was building to my first orgasm. I could feel the pleasure and incredible pressure building up in my balls that were about the size of cherries then. I looked at Sterling and he was staring right at me. I was the first person other than himself to see cum. Not totally sure what was happening I contemplated stopping for a second but the pleasure or the upcoming orgasm pushed that thought quickly away.

Suddenly as I’m rubbing the head of my cock I reach peak pleasure and my balls released as a thunderclap of pleasure engulfed me and I felt a hot but wet substance on my hand. I looked down and my immature cum was almost as clear as water. I looked at Sterling with the same stupid grin he looked at me with but we both quickly looked away with embarrassment and I pulled my shorts up and we finished the movie.

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