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Welcoming Dennis, Part 1

by A Shy Guy


Chapter 1 “See the new guy over there?” asked Bill as we entered the school yard. It was the Monday morning right after Spring Break and sure enough, there was a guy I didn’t recognize standing near the school steps. He was tall, perhaps six feet, and well built, wearing a tight black tee shirt and jeans, his bare feet in sandals. He had dirty blond hair - not dirty, but you know, not really blond, parted in the middle and full to the top of his ears, shorter down the back. Was it colored? I wasn’t sure, from this distance. Probably natural, I thought, because the darkness in it was not uniform. He was smiling at something Cissy was saying to him. Cissy, by the way, was the school’s ‘bicycle’ - most popular ride - almost everyone in our senior class has ridden her - even the nerds - Cissy says that they know all the sexiest tricks picked up from cruising porno sites on the Internet, and were much better lays than the football players who, for all their muscles, still had ‘serious short comings’, she would say and all the girls would laugh at her little joke. She had a rating system and was quick to spread the news around if she found a guy worthy of a 10 or 10+. Bill and I were both nines, which was pretty good. I don’t think she ever found a real 10 or 10+. Certainly we hadn’t and we had handled as many cocks as she had. “Yeah, I see ‘m,” I said. “Who is he?” “Don’t know, but I bet you I can get to suck his cock before you can,” Bill said. Typical Bill. Everything was a contest. Ever since we became jerkoff buddies about three years ago, everything was a contest. See who can cum the fastest, see who can hold off the longest, see who can shoot his load the highest, see who can make the most cum, see who can.... You get the picture? It went well beyond who had the longest cock (I did) and who had the fattest cock (he did) and who had the biggest balls (a tie, we decided. Too hard to measure.) “You think he’ll let us?” I asked. I mean, after all, we had just seen him for the first time today. Who knew what his sexual preferences were? Not like that really mattered though. Bill and I had lots of sex partners - the obvious queers were the easiest, of course, they practically begged for it. If you needed a quickie in the school washroom, they were always glad to oblige. And then there were the football players who swore on stacks of bibles they were straight but oversexed as we jerked them and sucked them and fucked their asses. The swim team had the best bodies, but it was the guys on the basketball team that tended to have the longest cocks. The jocks were easy. They needed release after a game and the walls of the school showers were always being splattered with cum. The hardest to conquer were the brainy guys, the computer nerds - we had to talk tech for a week before we could swing the conversation around to our favourite porno sites but once we were sure by their blushing faces and bulging crotches that they were looking at them for a few days and we knew they were jerking off solo, we were able to get into their pants and give them a friendly helping hand. Shit, we even had a circle jerk in the computer lab one day after school! Once they caught on to sex, they loved it! But we didn’t limit ourselves to guy-guy sex. I feel awkward saying this, but both Bill and I are considered to be very good looking. All right, you can laugh, and smirk, but we are. I’m just over six feet tall, and I’m in track. I have little or no spare flesh, and I work out in the gym so I’m starting to develop some upper body muscles. My face is clear - no acne or nothing, and I tan easily, even in the winter. Bill is cute, if I do say so myself. He’s smaller than me, but looks good in clothes - better without, I might add. He has better hair, and more of it. His body hair is dark and think and he often wears his shirts open so you can see just how hairy he is. Anyway, the proof is that we’re real popular with the girls. Cissy has us rated quite high in her book - me a nine because of the length of my cock, and Bill a nine too because of what he could do with his - his stamina is phenomenal! So she did our advertising for us. She told all the girls how she rated us and all we had to do was ask one of them to help us with homework and we were into their bedrooms and into their panties. Most wanted to jerk us off or suck our cocks, but quite a few wanted our cocks up their cunts and we were only too glad to oblige. Anyway, we were popular at co-ed parties as well as stags and there was never a weekend that went by that we didn’t have sex with someone other than ourselves several times. “Part of the challenge,” said Bill. “He’s young and that means he’s horny, just like we are. He’ll do it. Twenty-five dollars? I bet I can have his cock in my mouth before you do. What do you say?” I had been looking at the new guy for some time now, and suddenly realized that he was watching me. Once our eyes linked, he smiled. He had a drop dead smile. And he didn’t break eye contact as most people do when they see you looking at them. I decided I wanted him, and I was quite sure now that he would go along. Fuck, he was a teenage boy, wasn’t he? We take sex whenever and wherever we can get it. “Make it fifty and I’m in,” I said. “Done! Money in the bank,” Bill said as he started across the lawn towards the steps in pursuit of our new conquest. I wasn’t far behind. “Hi Cis,” Bill called as he approached. “Staking a claim? New meat’s fair game, you know.” Cissy giggled, and the new guy looked at Bill in bewilderment. I don’t think he was quite sure what was going on. “Watch this guy,” Cissy said, giving the stranger’s arm a squeeze. “He just might try to get you out of your pants before I do!” And then she giggled and squeezed his arm again. “Now Cissy, what a thing to say! After all, I know I’m tops in your book, aren’t I? What am I? A nine? I was disappointed that I didn’t get a ten, you know, after that afternoon at Franklin’s Pond. Remember that, Cissy? I tickled more than your fancy that day, didn’t I, and you loved it!” Cissy giggled and said she remembered, but that giving him a nine was as generous as she could be. “After all, size does make a difference! But Dennis here,” she continued. “I just know he’s going to be a ten, aren’t you Dennis? Being from the north and all, you must have a few interesting tricks up your sleeve - or down your pants - that would please a girl, eh?” She leaned heavily into his arm, and practically breathed that last bit into his ear. He blushed a bit, but didn’t offer any denials. “So, aren’t you going to introduce us?” Bill asked. “Yeah, like, this here’s Dennis, he’s new here, but you know that already, and this here’s Billy, and this here’s Frankie,” she said, pointing to me almost as an afterthought. “Like I said, watch out for them or they’ll have your balls for breakfast!” She giggled again. “We’re not that bad,” said Billy, but we do have a reputation and it’s our goal in life to live up to it, right Frank?” I just smiled and said nothing. Once again Dennis’s eyes locked with mine and he didn’t look away. Dennis smiled, and stuck out his hand. Bill shook it and then I did. It was a firm handshake, and was I wrong, or did he hold my hand just a little longer that he did Bill’s? “I saw you looking at me before, when you first came to school,” said Dennis. “I thought maybe you were someone I should know since you seemed to be staring at me.” “Not staring at you,” I said. “More like staring through you. Bill had made a suggestion and I was considering it. Then I realized I was staring in your direction and you were watching me. Sorry.” “No problem, man,” said Dennis. “I was kind of flattered.” He gave me another smile, one that would have melted an iceberg. Was this guy coming onto to me? We were supposed to be trying to seduce him! Just then, the bell rang and we turned towards the school. “What year you in?” Bill asked. “Senior,” said Dennis. “I’m transferring in. I’m from Connecticut, actually. I think I’m going to like it better here. Warmer, for one thing, and I’ve been propositioned twice already since I came on the school grounds. Back home, no one talked much about sex. Least wise, not out in public.” “Geez, only twice?” joked Bill. “Consider that three, four, and even five times, ‘cause you’re the number one man on our lists too. Isn’t that right guys?” Nothing like the direct approach, eh? Bill never pulled any punches. He told it like it was. Cissy just giggled and I said nothing. “My first class is Biology. Can you tell me where the classroom is?” Dennis asked. “That’s my first class too,” I said. “I’ll take you.” First point to me. That put me in the lead, I think, and Bill knew it. I would have Dennis to myself for most of the morning and Bill would have to catch up later. “See you at lunch,” Bill said as he and Cissy continued up the stairs. I led Dennis down the lower corridor to the Biology lab and we found two seats together, near the back wall. We could talk there without Mr. McMurtry hearing us. “Is your friend for real?” Dennis asked, once we got settled. “Is he really on the make, or is he just kidding?” I figured Bill wouldn’t deny it so I didn’t either. “Actually,” I said, “You’re his latest conquest. He’s got to make it with you before another guy does or he loses $50.00.” “Holy fuck!” said Dennis, a bit flabbergasted. “Who’s he going to lose the money to?” He paused and looked at my eyes again. “To you?” “Yeah,” I answered. “Split it with me, and I’m yours,” Dennis said, his eyes locked on mine and a wide grin spread across his face.

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