I grew up in suburbia where it seemed at least four kids lived in every house, and the streets and vacant lots were always filled with kids playing. Everyone was very homophobic in those days, and pretty much tortured any boy that was a 'sissy'. There was one boy, Gino, who was not your stereotypical 'sissy', quite the opposite. Gino was strong, tough, muscular...but definitely gay. He was unabashed about trying to get into your pants, often times grabbing your crotch and explicitly asking if you wanted to 'mess around'. Because Gino was bigger and stronger than anyone else, basically you tried to stay as far away from him as possible.
One hot summer day in my junior high days, I was given the job of cleaning out the shed in back of our garage. My two brothers were away at summer camp, and my Mom was at a bridge party or something down the street, so it was just me at home. I remember I was shirtless, and drenched in sweat hauling junk out the shed and into the garage. As I rounded the corner to the garage, I saw Gino leaning on the wall. Gino told me he would give me a hand (more told me than asked me), and followed me back to the shed. I was nervous, because I knew he would want to mess around.
Sure enough, as soon as we were back to the shed, he came up behind me, put his hands around my waist and pulled my ass into his crotch, and said he was really horny, lets mess around. I could feel his hardon against my ass, and I pulled away and said no thanks, and quickly headed back to the garage. When I returned, I saw Gino laying on a pile of old carpet, his pants down, and him slowly jerking off. I had really mixed thoughts. I was kind of repulsed, but also felt a tinge of excitement. I had never seen another guy's dick before, and his was huge. He had a large patch of black pubic hair, his thick dick curved slightly up, and he was lightly stroking his muscled chest and abs with his other hand. And he was staring right at me with a look of lust, and no embarrassment of any kind.
He motioned with his head for me to come over, but I was frozen, watching him. He just kept playing with himself, pulling his nutsack down, then pulling on his nipples until they got hard and jutted out, all the while slowly jerking off. He would spit in his hand then work it into the head of his dick. I was holding a box in front of me, just to hide my own hardon. Finally he got up, and came over and grabbed the box, put it down, then pulled my hand down next to him on the carpets. He reached over and felt my hard dick, and rubbed it. Then he unbuttoned my shorts pulled them and my underwear down, licked his palm and grabbed my dick. He swirled his wet palm around the tip of my dick, and it felt so good. He then started to slowly jerk me, and rubbing my chest with his other hand. My dick started to leak precum like crazy, and he rubbed that in too. Just as I was getting close, he stopped and told me to do him.
I was so horny at that point, I grabbed his big dick and started to jerk it off. He would give me orders 'faster / slower / harder / softer/ rub his chest / massage his nuts' His hips started to pump into my fist, and his breathing became ragged, when he moaned he was cumming, then shot four or five spurts onto his chest. He reached over, grabbed my dick again and started to jerk me off again. He was talking to me while he jerked me, telling me how good his orgasm felt, how good I was gonna feel, and telling me how hot I was. He said he wanted to suck me, but I said no. As I started to get closer, he leaned over and licked my nipple really fast, then licked my belly button. That sent me over, and shot my cum into his hair. It was the hardest I had ever cum, and my whole body felt spent.
I felt incredibly guilty afterwards, and quickly pulled my shorts on, and went into my house. From that point until my sophomore year, I would mess around with Gino once or twice a month. Every time I would have incredible orgasms, and every time I would feel guilty after. Gino told me once he had either jerked off or blown practically every boy in the neighborhood, and gave me details about who was the biggest, who came the most, who came the fastest, who lasted the longest, and even the detail that when Bobby the redheaded kid across the street came he always said 'Oh Sweet Jesus' just before.
Ah sweet youth.