Due to various circumstances, I have to delay the next couple of parts of Winter Vacation to Sunday and Monday this week.
It was a small change in his life, but it was a good one, he supposed. Doug hadn’t exactly lived the most active of lifestyles, rather, he quite enjoyed being sedentary. But it wasn’t doing anything for his health, or for his waistline, and so at his doctor’s, and his wife’s, urging, he’d started walking. Three or four times a week, he’d take off from his house and go down to the sizable park a mile away, do a circuit, and then walk back. It had been a couple months since he’d started, and while he hadn’t lost any weight, he did feel better. It was one late spring day, warm enough to wear shorts and regret it later, that he got to the park, and decided to take a quick breather on one of the benches beside a large field.
There were three young men in the field, throwing around a frisbee, none of them wearing shirts despite how chilly it was, and as Doug sat there, he found himself watching them play. It was difficult to pin down how old they were exactly–they all seemed a bit too old for college, but he certainly got a fraternity sort of vibe from them. Still, there wasn’t a college anywhere nearby, so he had no idea why they were playing here, in this park. Several times he intended to get back up and continue his walk, but each time something would distract him–a bead of sweat rolling down a chiseled chest, the thick thigh and calf as one of them jumped to make a catch, the glinting teeth of a smile. Doug’s cock was hard, tenting out the front of his short, but he barely even noticed, and just kept watching and staring, even if he couldn’t quite figure out why, exactly, he was still doing so.
The young men finished their game, all of them covered in sweat, and to Doug’s surprise, they walked over to where he was sitting. Had they all noticed what he was doing? He went to stand up quickly and move away to avoid anything embarrassing, but one of the men blocked his way with a laugh. “What’s up man? Saw you watchin’ us. You wanna play?”
Doug laughed, assuming it was a joke, but none of the three men laughed with him. “I mean, I haven’t played anything it years,” Doug stammered, “But, uh, thank you for the offer.”
“Oh, it’s no problem! We can help, you know. Come on–we’ll show you.”
Doug wasn’t about to take the three young jocks up on their strange offer, but his feet turned and followed them anyway, walking behind them as they left the park, walked a short distance and arrived at a house, where he assumed the three of them lived together. Once inside, all three of them immediately stripped out of their shorts, leaving them wearing nothing other than their hats, their jockstraps, and their sneakers.
Doug realized, then, how hard his cock was, and didn’t know what to do. Why were these young men turning him on so much, suddenly? He’d never felt a gay bone in his body, but he…wanted these men, in a way he couldn’t quite fathom. “I…you know, maybe I should leave.”
“Hold on now, I thought you wanted to join us?” The one in the yellow jock said, and he tossed Doug a black jockstrap, “Go on–see if it fits man.”
The other two nodded along, and he noticed each of them was wearing a necklace. From a distance, they had seemed innocuous, but up close they were chains padlocked into place. He looked at the jock in confusion…but then he started undoing his shoes while the three men watched, took off his shirt, shorts and underwear, and when he was completely naked, he pulled on the jockstrap.
“Ooo…no, that doesn’t fit at all, does it boys?” the leader said, and the other shook their heads.
“Sure doesn’t, Alpha–look at how tight that big gut a his is stretchin’ that strap!”
“Yeah, ‘n that puny old cock ain’t even fillin’ the pouch none,” the other said, with a guffaw.
The words stung–and at the same time, turned Doug on. He shoved his hand in the pouch and started working his cock, but it seemed…wrong. His cock was smaller, and completely soft–and also harder to reach. His gut seemed larger than it had been…and was it hairier too.
“Come on, you dirty fucking pervert–get out of that thing before you stretch it out.”
Doug did as he was told, and when Alpha shoved Doug down onto his knees, he stuck his nose right into his yellow jock, snorting and huffing, still working his soft cock over, but as horny as he was, it refused to harden at all.
“Looks like the pervert’s having some trouble–Red, help him out, would you?”
Red hefted Doug’s ass up, and slipped his thick fingers into Doug’s ass–and then his entire fist. As he worked over Doug’s prostate, an orgasm finally came, and he spurted a few globs of cum from the head of his puny cock.
“Alright pervert–you’d better get on home now, where you belong.”
“N-No, wait Alpha, can’t I stay a little longer? I…fuck sir, you and the boys are so hot…”
“Well, you’ll just have to watch us through the windows with the rest of the perverts–now get the hell out of here.”
Still naked, and barely understanding what he was doing, or why, Doug left out the front door, still completely naked, and went next door–which was in significantly worse repair. Inside were all the other perverts. Old, disgusting lechers just like him, crowding around the windows, aching to see Alpha or the boys playing, always jacking their worthless cocks, only able to cum when Alpha summoned them for some humiliating chores or to be a sex toy for the evening for his boys. Doug…clung to himself for a little while, but soon he was just another nameless pervert, like the rest, aching only to serve his Alpha and the boys, and perfectly content to watch, until his next chance came.