My first masturbation experience was definitely a memorable one. I was 13 years old, and my 19-year old twin brothers were home from college for the summer. One week the three of us and a friend of theirs from college went camping in the mountains.
Jake was an outfielder on the baseball team at my brothers' college. He was Italian, about 6'3" and 200 pounds, really well-built and muscular. To my 13-year old eyes, he was everything a man should be, and I hoped to grow up to look just like him.
Every morning the 4 of us would go down to the lake to take a bath. I had seen my brothers naked before, but they were nothing compared to Jake. He had dark hair all over his chest, with a line of hair leading down his abs to a thick, dark bush of pubic hair. Jake's cock was thick and long and hung over the biggest balls I'd ever seen. He seemed so at ease with his body; I was kind of embarrassed taking a bath with them since I had just started to develop.
One morning I woke up kind of early and decided to go down to the lake. As I walked around a curve in the path, I noticed someone sitting against a rock right by the lakeshore. It was Jake--and he was completely nude. I couldn't tell what he was doing at first, but as I got closer I realized he had his eyes closed and was slowly running his right hand up and down his cock. His cock was bigger than I had ever seen it before, and it stood straight up out of his thick bush.
I just stood about 30 feet away from him for a few minutes, not knowing exactly what he was doing but definitely excited by what I was seeing. I must have shifted my feet in the dirt or stepped on a twig, because Jake suddenly turned around and saw me standing there. I must have turned red with embarrassment, but Jake didn't seem the least bit embarrassed, just a little surprised that I was there. He waved me over toward him. When I approached him, he continued to stroke his big dick and said, "Hey, have you ever done this before?" I mumbled "No," and Jake said, "Well have a seat here next to me and I'll show you how." I couldn't believe this was really happening, but I knew that I was excited about it. I pulled my pants down and started trying to imitate what Jake was doing. My eyes were fixed on his hand sliding up and down his hairy Italian dick. Every couple of minutes Jake would spit into his hand and lube up his cock a little more. He told me I should do the same, and pretty soon my cock started to feel great. Jake just sat there with his legs spread, one hand jerking his cock and the other hand playing with his big nuts and then running across his hairy chest. He looked over to see how I was doing and told me to try using my whole fist instead of just two fingers...we kept jerking off for about 15 minutes. Finally Jake said, "You want to see something?" I said, "What?" and a few seconds later his dick started spurting cum all over his chest and stomach. I remember being amazed and surprised to see that...I asked him if there's always that much, and he laughed a little bit and said he hadn't masturbated in about 5 days, so he had a lot stored up. I didn't come, but I definitely thought about Jake over the next few months as I experimented with masturbating. It was a camping trip I'll never forget!