Before I get into this story, I would like to cover an administrative detail. Many of my readers have been unable to locate my other stories. The following is a list of the story titles and they can all be found under Prolific Authors / Twonight:
Black Dorm World's Hottest T-Girl The Awakening Star Cruiser The Inmate Shocking Encounter Olympiad Turning 18 The Gamblers The Realtors The Kidnapping The Fluffer
Please send feedback to twonight@excite.com. I really enjoy hearing about your first sexual encounter so tell me about it.
As I mentioned above, I really like to hear about my readers' first sexual encounters. I have gotten a lot of great stories. Although I can't vouch for the validity of them, I decided to share a few of them with others, with the names changed and no references which would reveal anyone's identity.
Ok, on with the story:
Roger's first encounter
Roger had just turned 18 in the middle of his senior year at an Iowa high school. He was 5'11" and 180 pounds and competed on his school's wrestling team. In fact, he was a standout who had received scholarships offers from several Big 10 and Big 12 schools. He was also dating a cheerleader and feeling like everything was turning out exactly as he had planned. Roger's coach, Doug, was a former college wrestler who had almost made the Olympic team. His failure to make the team had driven him to become a top coach and his high school success had drawn the attention of some top wrestling programs. At 28, Doug's life was coming together as well.
Doug and Roger got along well due to their interdependence. They both needed each other and they both knew it. Because of this, Doug often spent extra time with Roger, even coming to the gym on Saturdays to help Roger with his technique. Roger enjoyed his time with Doug and thought of him as a friend as well as a mentor.
One Saturday, Doug and Roger met for some extra practice time, after which Roger had a date with his girlfriend Becky. Roger had been having trouble with a move in which one wrestler assumes a position above the other wrestler, while both are kneeling. The wrestler in the lower position attempts to "escape" the position or, even better, get a "reversal" where he assumes the top position. The wrestler in the dominant position has to try to maintain his position and flip the bottom wrestler for a "pin". Roger was having difficulty keeping the bottom wrestler from escaping and Doug was going to show him some techniques that might help.
As the two men grappled on the mat, sweat began to cover them. Roger was doing well and had managed to block several of Doug's escape moves. On the 20th try, Doug slipped and fell face down, flat on the mat. This caused Roger to fall directly on top of him. As Roger struggled unsuccessfully to get to his feet, his cock was sliding up and down Doug's ass crack. Much to Roger's and Doug's surprise Roger's cock began to harden. As Roger tried again to get up, Doug surprised him with a flip move that left Roger on his back with Doug lying on top of him, also on his back. His cock was still in Doug's crack and was now hard as a rock. Doug spun around horizontally to face Roger, the cock still pressing against his ass.
"Is that a banana in your pocket or are you just happy to see me?," Doug asked with a laugh.
"I'm sorry coach. You know how it is. Those things just have a mind of their own."
"Yeah, but yours seems to really like my ass."
"C'mon coach, get offa me."
Doug did nothing of the kind. Instead he began to rub his ass up and down the length of Roger's cock. Roger was stunned but aroused by the stimulation his cock was getting. He had so many feelings going on in his head - fear, confusion, and lust were the most prominent, but not in that order. He noticed that Doug had now developed a sizable bulge in his tights and despite every instinct telling him not to, he reached out and touched it. Doug slowed the pace of his ass rubbing Roger's dick to allow Roger to explore his manhood. Roger gripped Doug's large cock and began to stroke it, amazed by the feel of another man's cock. Doug moaned and then made his move. He shifted positions and pulled Roger's tights down, releasing his seven-incher and devouring it in a single motion. Roger thought he had died and gone to Heaven.
Doug's tongue and lips were all over Roger's cock, licking and sucking as he bobbed up and down. Roger moaned and held Doug's head as he tried to get more of his cock in Doug's mouth. Guilt had given way to lust and he wanted more of this kind of pleasure. Doug began to take all of Roger's dick in his mouth causing Roger to quiver and groan. It felt so good that it was almost painful. Just when Roger thought it couldn't get any better, Doug stopped and stood beside him.
"Why did you stop?," Roger asked.
"Don't move, I'll be right back," Doug replied and disappeared into the locker room leaving Roger lying there with his aroused cock in his hand.
Roger was baffled until Doug returned with some oil from the locker room. He knelt and rubbed it all over Roger's dick, then removed his tights and stuck a lubed finger up his own ass. Roger was impressed with Doug's eight-inch schlong but he was more interested in what he knew was coming next. Roger felt anxious as Doug straddled him and positioned his anal entrance against the head of Roger's hard dick. Roger knew that he was about to cross a line, but his lust overcame his fear and he groaned as Doug pressed down, forcing three inches of cockmeat up his tight butt. He waited for what seemed to Roger to be an eternity, then pressed again taking the reaminder of the young man's cock deep in his hot tunnel. Roger could barely contain his desire to begin ramming Doug's ass. Roger had fucked his girlfriend's pussy, but this was so much tighter and hotter.
Doug began a rocking motion on Roger's cock and his own hard cock bounced with each up and down motion. Roger felt the need to touch it and he took it in his hand, causing Doug to moan with pleasure.
"Stroke it, please," he begged and Roger complied.
Roger was fascinated by the feel of another man's cock. He was surprised at how different it was than stroking his own. With his own cock, he had both the feel in his hand and the stimulation of the organ. With this, the sensation was strictly from his hand. It was incredibly erotic stroking Doug's member and watching the pleasure it was giving Doug. At the same time, Doug was sending waves of pleasure through him as his tight anal cavity rubbed every inch of Roger's shaft. The excitement was almost unbearable and Roger could feel the tingle in his loins that signalled an approaching orgasm.
"I'm going to cum," he warned Doug but Doug never slowed his pace.
Within seconds, Roger's cock spewed semen deep in Doug's butt. Doug was amazed at how hot his cum was and he was determined to get every drop. On and on, Roger's orgasm went until, finally, his cock began to soften and slipped from Doug's ass. Cum dripped from Doug's ass and covered Roger's cock. Doug quickly remedied that situation by licking Roger's cock clean.
When he had all of Roger's cum, Doug was still rock hard and he began stroking his cock, hoping that Roger would be intrigued, and he was. Roger began to stroke Doug again, then licked the shaft tentatively. Then he took the big cockhead in his mouth and began to suck it. As Doug moaned and bucked, Roger got bolder and began to suck and stroke more and more of Doug's cock. He couldn't get it all in his mouth, but he managed to swallow most of it. With a little direction from Doug, Roger was soon giving a respectable blowjob and Doug was getting very aroused. Within a few minutes, he had reached his breaking point and told Roger that he was about to cum. Roger pulled off just as Doug began to erupt and the first blast hit Roger square in the face, covering it with hot cum. Roger recovered quickly and stroked Doug to a deep, satisfying orgasm.
That was all they did that day, but soon they were getting together almost daily at Doug's house. Roger broke up with his girlfriend and focused his sexual energy on Doug. Soon, Roger was swallowing cum and taking Doug's cock up his ass. They even shared their bed with another guy that Doug knew, with Roger getting fucked by both of them. At year-end, Doug took an assistant's job at a major college program and Roger accepted a scholarship there. They continued their relationship for two years until Doug got a head coaching opportunity at another school. When Roger graduated he got a job in a city near Doug and they still get together frequently for sex.
As always, send comments to twonight@excite.com. Check out my other fiction stories, Olympiad, The Gamblers, Black Dorm, The Awakening, The Inmate, Turning 18, The Gambler, The Realtors, The Kidnapping, The Fluffer, and Star Cruiser - and my nonfiction Shocking Encounter and Tess' story - World's Hottest T-Girl.