Sketch: New Sheriff in Town

It was Eta Alpha Sigma’s first party of the year, and so of course that meant it had to be as loud as the boys could make it–the frat president, a senior named Evan–had told his bros to make sure of it. The college they attended was in a small sleepy farming town away from the states big cities–you could say that EAS’s first party of the year was always the towns wakeup call that school was back in session, after its quiet summer.

As usual, it didn’t take more than a couple of hours before there was the sound of the siren, and a patrol car pulled up in front of the booming house. It was tradition, really, and Evan knew what to do. He stepped outside, and walked down to where the cop was getting out…except it was a new face he didn’t recognize. The way things had usually gone were like this–frat president would give police chief his bribe for the year on the first night of the party, and cops wouldn’t show up after that for the rest of the year. “You’re a new face, man,” Evan said, already counting out hundreds he’d gotten from his wealthy father.

“Last sheriff retired–newly elected in August. Just started this week,” the new sheriff said. He came around, and his shirt read “Sheriff Dinvers.”

“Well, Mr. Dinvers–here’s the deal. Two thousand dollars in your pocket, and you don’t show up here for the rest of the year, got it?”

Apparently, he didn’t, because before Evan really knew what was happening, the sheriff had him against the car for attempting to bribe an officer of the county, handcuffed him, shoved him in the back of his car, and drove off–and the party continued on, none the wiser that the frat president had just been arrested.

Evan threw a fit, naturally, threatening Dinvers with all sorts of legal trouble once his father heard about this–but he realized, quickly, that they weren’t heading to the police station–instead, the sheriff drove him to a large warehouse, drove into it, and parked. “Now boy, I campaigned on change in this town, and a whole lot of us who live here are pretty sick and tired of you fucking frats making our lives hell nine months out of the year. I know all ya’ll got rich fuck parents, and I don’t give a shit–because I know how to get results–and I get a little something I like out of the bargain too.” The last part he whispered into Evan’s ear as he dragged him from the cop car, and over to a chair facing a screen in a little room. Evan fought and screamed, but the sheriff injected him with some sort of drug–and Evan calmed down quickly.

The sheriff bound him to the chair, pointed him at the screen, and turned on the projector–and a spiral started playing on the wall, along with a strange soundtrack–almost words, but layered on top of each other so Evan couldn’t quite tell what they were saying. The sheriff put in some earplugs, and as Evan sank into a drug induced trance, he went to work, cutting away the boys expensive clothes–and then the real fun began–he turned on the shaver and buzzed away the pretty boy’s hair–the first of several changes he’d be making to the president’s image tonight.


No one knew where Evan had disappeared to, until late the next day, when the patrol car arrived, dropped Evan off in an orange prison jumpsuit, his head shaved, and holloweyed like he didn’t sleep a wink all night. The frat was pissed, of course–they wanted to know what they were going to do for revenge, but Evan just told them to calm down. They’d sort it out, but first he needed to rest. Alone in his room, he looked at his bare head, then pulled off the jumpsuit, carefully, feeling the welts and bruises on his back where the sheriff had…flogged him. Evan had begged him for it, his cock had exploded in the middle of the session, and that’s when the sheriff had put this on him–he looked down at the metal chastity device, riveted in place, and shuddered. Evan…had his orders. He knew what he had to do, if he ever wanted that to come off his cock again. 

He came clean a couple days later. Everything–the bribes, the embezzlement, the coverups for crimes by the college and by the fraternity themselves, the rapes, the beatings, the occasional death by hazing during pledge week–all of it. He’d agreed to a reduced penalty with the county sheriff for coming clean, and within a week, EAS had been dissolved on campus, the brothers all caught up in their own parts of the scandal as their wealthy families tried to shield them. Most transferred to other colleges, a few faced charges of their own. The other frats on campus knew that a warning shot had been fired all the same–the town wasn’t going to let their antics go anymore–they had better shape up, or they would be next.

But Evan didn’t care about that. All he could think about was the words running through his head, how…good it had felt, chained to the wall, the feel of that flogger on his back, his aching cock trapped in this tiny cage. He found himself alone in the office with the sheriff, and he broke down, and begged him to release him. He’d done everything he’d asked for, he’d followed his orders to the letter–just let his cock go, that was all he needed…wasn’t it?

Sheriff Dinvers just laughed. “Pig–I don’t think you’re done here, not by a long shot. I told you if you did as I said, you’d earn a chance at getting that cage off–remember that?” He said, and pushed his boot between the boy’s knees where he was kneeling, tapping the cage with one toe of his shiny black boot. “What do you think, you wanna try and earn it? Then lick my boot, pig.”

Evan gave a little squeal of indecision. He knew–he knew–that if he did this…his old life was forfeit. The sheriff had him right where he wanted him. He…could leave. Get the cage off somewhere, even if he had to tell his dad what he’d done. He’d disown him, sure, but…but what he wanted was the feel of that flogger again. To feel the whip the sheriff had threatened him with. Feel that cock in his hole again, do anything for this rough, masculine, domineering…

His tongue was on the boot before he could even really form the thought–and he knew he was lost. The conditioning was too deep already, and he…wanted it. “That’s a good pig–why don’t you come on home with me, and we’ll have some fun?”


Evan didn’t finish college that year. He dropped out a couple of weeks after selling his stuff, told his dad he didn’t want anything to do with the family anymore, and left–he didn’t tell anyone where he was going, but he didn’t go far–he moved right in with the sheriff, so his real training, and transformation, could begin. He lived down in the dungeon, eating a strict–and massive–diet. If he was going to be the sheriff’s pig, he was going to have to look, like one, wasn’t he? He packed on weight, and he was educated in all manners of sex–piss play, fisting, bondage–but it was the pain he loved the most. When he’d been a good pig, and done all his chores, and made his weight goals, and shown he was worthy–Master would undo the cage for a session, and beat the pig raw until he came, and then lock him back up again–and cuddle with him upstairs in the bed, tending to his back, admiring the growing web of scars forming on the young pig’s hide–and tell him how proud he was of him.

A couple years later, a new deputy joined the force. He was the sheriff’s cousin, or so he said. He was a tubby fellow, but capable, and more than willing to help out the department in whatever way they needed. He always had his collar buttoned to the top, his tie knotted tight–so he could hide his slave collar underneath. He was also always mindful of his cuffs–less he expose the riot of perverse, piggy tattoos his uncle–his master–had started putting on him. But his back was always kept clean–just the scars there, showing him for what he really was. A fat pain pig, and that was all Evan wanted to be, for the rest of his life.

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