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THE FIRST TIME. A TRUE STORY

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by ray87@hotmail.com By the time I was nine or ten, I knew there was something wonderfully “manly mysterious” about beating off, jerking off, fisting yourself and the dozen other euphemisms for masturbation I’d overheard the older boys in school, and some adults, laughing and whispering about. I also knew that it felt really good when I pulled the foreskin over the head of my cock. When I took a bath, I got really hard when I washed my dick the way my dad had showed me. My dad was uncut, well hung and had no qualms about being naked around me. “You just pull your skin back and wash the head with soap and water like I’m doing.” he said as he skinned back his long, pointed foreskin over a purple-reddish head that rested on top of what must have been a fat 8’ shaft. “You don’t want it to start stinking, otherwise you’ll have your mother trying to give you a bath.” While my foreskin was pointed like my dad’s and closed tight over the end of my shaft, my penis hadn’t started to grow much and I could hide the whole length of it in my fist with just a little of the foreskin sticking out. I wasn’t old enough to get any head cheese, but I washed the hell out of my cock every day, not only out of fear of having my mother in the bathroom again, but because it felt good getting a hard on. Also, I sensed there was something “forbidden” about playing with your penis and that made the daily ritual all the more exciting. Even though I’d been through the “I’ll show you mine if you’ll show me yours” routine with four of my buddies, and we got rock hard every time we stripped down and touched each other’s cocks, none of had a clue about beating off. All we knew was that felt good, especially when we’d take turns slipping our foreskins over the heads of each other’s dicks. Even though we played the game of “I’ll suck your cock ‘till the count of ten if you’ll suck mine,” nothing much happened other than we kept boners going for hours and hours. Finally, when we were about eleven or twelve, Joe, the only member of the “gang” who was circumcised, said his older brother, Stuart, who was in the ninth grade, was going to take us to his secret place and show us how to jerk off. I think I stayed hard as a rock for four or five days waiting for the big event. On the big day, the four of us hung around the school yard waiting for Stuart to finish football practice. When we saw him trotting toward the gym with the rest of the freshman team, we followed him into the locker room which was a low ceilinged ancient “cave” tucked under the bleachers. Generations of teen-age sweat, as well as cum as I would learn later, premeditate the room, the worn wooden benches and the shower. The aroma of young, hard bodies was so intoxicating I thought my cock was going to jump out of my jeans. Football jerseys, pants, worn jock straps, jock-smelling socks, jockey and boxer shorts flew through the air into canvas hampers as the rest of the team stripped and headed for the showers playing grab-ass on the way. Most of them were uncut and while some of their cocks nestled into their pubes like puckering rose buds, other were long, lanky and flopped back and forth with wild abandon. Inside the open shower I could see them soaping up, cupping their balls in their hands, pulling on their cocks and letting the steamy water stream down the cracks of their hard, muscled asses. Stuart, who was always nice to the younger guys, unlike some of the other boys his age, just smiled as he stripped off his grass stained gear and stood in front of us in his jockey shorts. He was still tanned from the summer and had black hair on his legs, arms and a trail of sweaty hair went from the top of his jockeys to his chest. I could clearly see the outline of his cock, which looked huge, in his shorts. “I’m not going to take a shower,” he said as he slipped on his street clothes. He kept on the jockey shorts he had worn all day and during football practice and as soon as he pulled on his T-shirt I could see wet patches of sweat under his arms and just above his belt line. He didn’t bother to dry his sweat stained crew cut and when he shook his head, the four of us were sprayed with little drops of sweaty water. We followed him toward his house and then into a densely wooded area that was filled with tall pine trees and low, scrub brush. There was a small clearing with a ragged Army pup tent in the middle. Stuart crawled inside the tent and came out with several green, wool blankets that he spread on the carpet of pine needles. “Don’t worry,” he said as he took off his T-shirt, jeans and loafers, “no body can see us.” Joe, his younger brother, had told us about this place where Stuart and his friends would go after the Friday night football, basketball and baseball games. Joe had never spent the night with them, but he had secretly watched them drink beer by an open fire, get naked and crawl into the pup tent. Stuart’s jockey shorts looked like there was a tent pole in them and as he adjusted the opening so that the head of his cock was peeking out, I could see a stream of clear pre-cum oozing out of his piss slit. He was circumcised and his helmet-headed cock looked huge. As he took off his sweaty jockeys, he told us that pre-cum made your cock slick so that it was easier to get it into a girl’s pussy and it made jerking off feel better. With his left hand he massaged his shaft, which was thick and about 7’ long, and with his right index finger he took the pre-cum that was gushing out of his piss slit and coated his entire cock with it. Once his cock was slick and glistening in the late afternoon fall sun, he started to slowly stroke his cock. “This is the way you beat off,” he said, “nice and slow at first and then faster and faster until you shoot your load.” Then he told each of us to come over and stroke his cock. I went first and was shaking with excitement. He pulled me close to him and I could smell the sweat from his arm pits, crotch and a different smell from the pair of jockeys which were lying at his feet. I wanted to pick up those jockeys, smell them and then put them on so that my small cock could be where his big teen-age cock had been. He took my hand, which was barely big enough to fit around his fat cock, and guided it up and down his shaft. “Yes, yes,” he said as he closed his eyes and began to breath heavily, “that’s the way to do it. That’s the way.” All I could think about were the wheels of a locomotive and they began to turn and then move faster, and faster and faster. After I had stroked him for about four or five minutes, each of the other boys took their turns stroking Stuart’s cock. He took his time and told us how to make him feel good and really groaned with pleasure when one of us would cup his big hairy balls in our left hand while stroking him with our right. “Take off your clothes,” he said, “ and I’ll show you how I shoot my load.” We stripped in about three seconds and shyly stood naked around him. Sensing our embarrassment at the difference between our cocks and his, he smiled and said, “Don’t worry. Your peters will start to grow soon, you’ll get hair and you’ll probably end up being better hung than I am.” Then he spread his hairy legs and began to slowly stroke his shaft. He had never stopped leaking pre-cum and his every stroke made a wet, slapping sound. The four of us knelt on the green army blankets in front of Stuart. I could feel the heat from his crotch and the rush of air from his closed, pre-cum slick fist as he stroked faster and faster. It seemed that with every downward stroke his helmet-head got bigger and his piss slit opened wide enough for me to stick my small penis into it. “Here it comes. Here it comes. Catch it.” he said as globs of white, sticky cum shot in our faces and then oozed down his shaft as he continued to stroke and moan with his eyes closed. I turned away, so my friends couldn’t see, and took a quarter-sized wad of his cum off my face and slipped it into my mouth. It was thick, sweet, just a little bit salty, and smelled like what I though his crotch and jockey shorts would taste like. He milked his cock until there wasn’t a drop of cum left and the shaft and his black pubes looked like someone had poured heavy, thick, milk-white cream into his crotch. “Now its your turn.” he said as he walked up behind me and pulled me up and closed to him with his left hand. I could feel his still hard cock in the crack of my ass, his warm, hairy body against my hairless body, as he reached around and lathered up my small dick with his cum and began to slowly stroke it with his big hand. When he put his face next to mine and stuck his wet tongue into my ear, I began to shudder, then tingle and then buck back and forth against his hard cock. Stuart didn’t let me go and just kept stroking. “This is it,” he said, “this is what beating off is all about. Shoot it for me. Shoot it for me.” I did, not much, just a few spurts of almost clear cum, but it didn’t matter, I’d had my first orgasm. Stuart held me close and told me what a great job I had done as he slowly and gently massaged the foreskin of my still-hard penis and mixed my first cum with his. I didn’t want him to let me go. I wanted him to hold on to me forever. One by one he did the same with his brother and the other two guys. Each of them tingled, shuddered and bucked against Stuart like I’d done and each of them managed a few drops of cum. Beating off, jerking off, fisting yourself, manly, mysterious masturbation was no longer a mystery thanks to Joe’s older brother, Stuart. Over the years, Stuart and I developed a very special relationship. I’d like to hear from other guys about their first time jo experiences. Email me at: ray87@hotmail.com

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