Watching Tyler
This is a story about a high school student discovering that another guy from his school might not be as straight as he presents himself to be. If that's not your cup of tea, please read something else, but always remember that fantasy can be just as much fun as real life.
Hey, dudes! My name's Dustin, I'm 16 and a junior in high school. I'm like three hairs below six feet and sure hope I'll grow another couple of inches. I've got brown hair that lightens up a lot during the summer, and green eyes. I'm in pretty good shape, I've played every sport known to man since I was a little kid. My dad and brother are like that – always active, always pushing me to keep up. I do OK at school. I'm going to start looking at colleges soon. Nothing expensive, probably in-state, cause dad's just an accountant, and we don't have a huge amount of money.
That's not what you wanna hear about, though. You wanna know what kind of dick I got. I can't complain. It's nothing much when it's soft, but it's definitely a grower, and when it's hard, it's about seven-and-a-half inches, cut. I'm 16, so it's hard a lot. The last couple of weeks it's been hard even more often because of the kid who lives next door to me. His name is Tyler, he's 18, and he's a golden boy at school. He's captain of the varsity football team, swim team and baseball team. He gets straight A's in all his classes. He's blond and beautiful, with a killer body, and he's been a chick magnet probably since kindergarten. But then one night a couple of weeks ago I was checking out one of those sites where guys on webcams show their stuff, you know what I mean? I clicked on a couple of guys jacking off, nothing special. But then, Jesus Fucking Christ, there was Tyler! I knew it was Tyler both because it looked like him and because he was in his bedroom, and I knew his bedroom like my own because for a couple of years he tutored me in math, which I always hated. That was always at his house up in his room, music blasting out of the speakers of his sound system. Never once had he given any inkling of sexuality to me, but here he was, sitting in his chair in front of his computer and wearing nothing but a pair of gym shorts. The guys who were watching him were writing stuff like "Take `em off," and "Show us your dick, please" and "Let's see your ass, dude." Tyler just sat there, smiling, occasionally typing something. I let my eyes feast on his beautiful body. He really is an Adonis or a Michelangelo David or something. The website had something called "tips," and every couple of minutes the number of points or whatever increased by another 10 ("Bigcock tipped 10") or 50 or whatever.
It started getting a little bit boring after a couple of minutes, to be honest, Tyler just sitting there, but I stuck with it, because it was Saturday night, I didn't have any reason not to stay up late, my parents were off visiting some friends of theirs, and so I could be naked, too. Not on camera, of course. I know that lots of times those webcam videos end up on the Internet. Don't know how, but they do. Not for me. I reduced the Internet screen to half the size of my monitor and clicked open the folder where I keep my porn. You guys know how easy it is to find videos of dudes doing stuff even if you're still a kid and don't have a credit card or anything like that, right? I clicked on one called "Brian's Boys," which is from like ancient history in the porn world, but it has six guys jacking off next to a car, one of them in the car and spying, so what's not to like about that?
I kept one eye on Tyler and one eye on Brian and his boys. The conversation on Tyler's page included texts like "Is he gonna do the same thing he did last time?" And "Please do the same thing you did last time." Huh? What had Tyler done last time?
It didn't take all that long to find out. Tyler raised his butt, and off came the gym shorts, and holy mother Mary, there it was – that fantastic piece of prickmeat I had seen soft in the showers at school lots of times, but now it was standing straight up. I forgot all about Brian and his boys. This was a million times better. Tyler started running his fist up and down his beautiful hardon. It was two times longer than his fist, with a rocket-shaped cockhead. There was a riot of blond hair all around his cock. Apparently not a trimmer, my neighbor.
Tyler stood up, and his magnificent prick stood proud and tall. I didn't dare touch my own raging boner, because I would have cum in a second. He reached for something on his desk next to his computer and came up with a little brown bottle. I knew what that was. It was poppers. I've never tried them, but I've sometimes seen them on the Internet, and I guess they make you hornier in some way or other. Tyler unscrewed the cap and took a couple of deep sniffs. "Oh, yeah," one of the watchers wrote. "Go for it, dude," another wrote.
Tyler gave his audience a heartbreaking smile and turned around. His ass is as beautiful as any other part of him, a perfect bubble butt. I watched agape as he bent down and used his hands to pull apart his ass cheeks and show everyone his asshole. The text area of the screen erupted. "Fuck, yeah!" "I wanna shove my tongue in there!" "Dude, can I fuck your ass?"
After a while, Tyler sat back down and typed for a while. His dick was perfectly hard and vertical. And then someone wrote: "Bring out the dildo!" And Tyler typed: "Let's get the tips up to 1,000." 850. 875. 885. 925. 926. 931. 951. 1,000. Bingo! Tyler got up and went over to his bed, getting down on his knees to look for something underneath it and giving us another look at his gorgeous ass. Out came ... oh, fuck, a dildo! A huge, fat dildo. Tyler sat back down in front of the screen with it and presented it to his watchers. "This one's Jeff Stryker," he typed. I knew who Jeff Stryker was. Porn star, big dick, always talking dirty. What was Tyler gonna do with it?
The first thing he did was opened his mouth and started sucking the dildo. I couldn't fucking believe my eyes. Like I said, Tyler was a chick magnet, he always had a couple of blond bimbos going. Scuttlebutt at school said that he had once gotten one of them pregnant, and she had to go have an abortion. Now here he was, sucking a cock. Well, not a real one, a fake one, but still! The audience members kept typing: "Suck it, dude!" "Wish that was my cock." "Take it deeper!" "FUCK YEAH YEAH YEAH YEAH!!!!!!"
Tyler typed: "2,000 tips for the next step, dudes." Someone called Alex tipped 500 right away, and within a couple of minutes, with Tyler's beautiful face all over the Jeff Stryker dildo, the sum rose up to and past 2,000.
Tyler picked up the poppers again and took a few more deep sniffs. I could see his cock throbbing and pulsating. And then he reached next to the computer again and came up with a can of Crisco like the kind that my mom uses when she's making pies. Holy crap! He scooped out some of the stuff and rubbed it all over the dildo. And then, sweet baby Jesus, he turned around again, bent over, and slid the huge fake cock straight inside his ass! "AW FUCK!" "I wanna fuck you so bad, dude!" "FUCK YOURSELF HARD!!!!!!"
For a couple of minutes, Tyler slid that big rubber dong in and out of his ass. I couldn't believe my fucking eyes! The sports god of our high school was butt fucking himself! My pubes were getting soaked with precum. And then Tyler pulled the dong out of his ass and sat back down. "Wanna hear some sound?" My heart jumped a beat. Hearing him and not just seeing him? Yes, please. He typed again: "5,000 tokens, you pervs."
It took about five minutes to get to 5,000, and then Tyler clicked something, and there it was – sound from his room. I could hear some guy wailing about how his girl done him wrong. Tyler was always a big fan of country music.
"So how's everybody doing?" Tyler has a great, deep voice. He was smiling, the unbelievably handsome face, the perfect teeth. "OK, then. Let's get busy."
He stood up again and moved the camera so that it was pointing at his bed. He walked over, his cock leading the way, and took the alarm clock off the bed stand that was next to his bed. Then he put the dildo on it and slowly, slowly sat down on it. "How's that?" The typed responses on the screen were coming so fast that they were in a blur. I could tell guys were excited. I know I was.
For the next five minutes, Tyler bounced up and down on his Jeff Stryker cock. He rubbed his hands all over his muscular body and leered at the camera. He pinched his nipples, and I pinched one of mine in response. That felt good. I started feeling like I was gonna cum without even touching myself, and I forced myself to look out the window for a minute. Tyler's bedroom was right across from mine, but he had the curtains closed, like he always did. Fuck, what I would have given to be able to see him live!
Tyler stood up and pulled the dildo out of his ass. He walked back over to the computer, giving us another close-up look of his magnificent jock cock, and typed: "10,000 for the money shot, dudes." It took a couple of minutes, but then the sum was achieved. Tyler returned to the bed stand, bringing his little brown bottle with him. Then he came back to the computer and did something that made the camera zoom in toward the table. Now he was in perfect focus, the big dildo sliding in and out of his asshole, the little bottle under his nose, and his fist a blur on his magnificent prick. "Here it comes, dudes," he groaned, and I finally grabbed my shaft to finish up with him. The explosion of cum from Tyler's cock was enormous, with sperm seeming to fly all over the room. For my part, I blasted straight over my head and on the carpet behind me, after which I slimed up all of my face and chest. I thought I would never stop spooging looking at the blond god's orgasm. It was beyond belief. Tyler approached the camera one more time to present the cum that was dripping off his fingers, and then he slowly raised his hand to his face and sensually licked off every drop. He gave us all a grin and a wave, and then he pushed a button and was gone.
I sat there in a trance for about five minutes, cum dripping off all parts of me. I couldn't even begin to believe what I had just seen. A fat dildo inside Tyler's asshole. Surely that meant that he wasn't completely straight. Not 100%. I had never had sex with anybody. I had never put anything in my butt. It was just jacking off for me, something that I learned accidentally in the shower at home when I was eight or nine, and the soap was so slippery, and it felt so good to touch myself down there, and a couple of minutes later I almost fell over when my first orgasm blasted through my little body. I've been hooked ever since.
I went to bed naked, like I've been doing since I was about 12 (pajamas only get in the way when you're wanting to rub one out before going to sleep, right?). I must have dreamed about Tyler all night long, because when I woke up the next morning, I was in a puddle of cold, sticky cum on the sheet underneath me. I lay there in bed for a couple of minutes, remembering what I had seen the night before, and you know that I jacked off hard, seeing my neighbor naked, seeing his cock and his bunghole, seeing him fucking himself with a dildo, seeing him cumming hard. Jesus on a handcart! I still couldn't believe it.
Sunday morning was church, as always. We're Episcopalians, who are cool about gay guys. I was glad we weren't Roman Catholics or those stupid evangelicals who are always claiming that gays cause tornadoes and earthquakes and shit like that. I've always thought that if I knew how to create a tornado, I would send one to Mrs. Everett's house. She's my history teacher at school and a total bitch. I haven't come out to my parents, BTW, or to anybody else yet. I think most of my friends would be cool with it, but I'm just not ready yet.
After church, we came back home and had some lunch, and then I had homework to do. I went up to my room and cracked open my algebra textbook (I hate algebra), and then I heard a lawn mower start up next door. I went to the window, and there he was, Tyler mowing the lawn. He was wearing the same pair of shorts that he'd had on the night before, and a muscle-T. I felt my cock starting to plump up in my underwear.