Juvenile Reformation

By Midw Stud

Published on Dec 8, 2023

Gay

Billy tried to settle into a routine for his last week in lockup. His cellie was a true punishment slut. Billy could tell the boy wanted him to do more and more awful things to him, but Billy really just wanted some relief in the evenings, he didn't want to hurt the boy. The boy was sucking him off several times a night now, eating his ass, drinking his piss, licking his feet and pits. Billy kind of enjoyed it, but the kid sure as hell did. Billy decided he wanted to fuck the kid. He had really only busted one cherry, Max', since he'd been in here, and thought the kid's skinny little ass would make a nice second. He had tried to stick a finger in there once, and found it vault-tight. That evening Billy took the kid, shucked his shorts, and wet a finger which he pushed past the tight sphincter. He brought the finger back out and put it in the kid's mouth. He pushed the kid onto his back and raised his legs. Billy spat on his cock a couple of times, and began to push into his cellmate. The kid obviously wanted it so bad he was trying to push himself onto it. Billy told him to try to shit, and a moment later, his cock lurched in halfway. Knowing the kid would like it, Billy really forced the dick up him.

Billy gave the kid a hard fuck. The kind he would give someone who had been fucked plenty before. The kid seemed to love every second of it. After a while, Billy really started to feel the kid's tight tube around his dick and felt his cum rising. The kid's dick was rock hard, a skinny little thing probably less than 5" long. All of a sudden, the kid came, with a few jets of watery cum shooting onto his chest. The little spasms in his ass set Billy off, and he rocketed a large load into the kid's rear. The kid was still worked up by his first fuck so he turned cleanup into a full bj. It took Billy sometime to come again, and he enjoyed the boy's worshipful mouth and throat working on his big dick.

Conrad ate Billy's ass out the next morning, and declared it back to normal. Well, of course it wasn't back to normal, but it was in good shape for someone who had been in punishment. Billy's hole before jail had been a tiny opening with no skin around it, and no discoloration. No one could even see it unless he bent all the way over in the shower. Now the hole was visible and had grown some bumpy lined skin around with where it used to be smooth. The hole itself had a lining around it, probably a bit of ass tube that was just now visible on the outside. It looked ok though. It just about closed all the way, and would probably continue to get tighter. Conrad sucked Billy off as well, savoring the big load from his jock buddy, not knowing he had fed a bigger one to his cellie only an hour or two before. Conrad was already depressed Billy was leaving on Tuesday, even though he would be out not much after. He doubted he would see Billy again, but maybe he would. Would Billy even want to see him or would it just bring up memories of jail and punishment?

For Billy, his last few days in jail swam by in a haze of boredom and sex. His two sex partners were so horny and devoted to his perfect body and huge dick that he was fucking or getting sucked just about all the time. His typical day began with his cellie waking him up with a bj, taking his load and piss, waiting for him to go downstairs and crap, then cleaning his jock hole. As soon as free time started, Billy was in Conrad's cell getting blown again. Conrad usually wanted a fuck soon after he had gotten Billy's load out so that it would last longer. After lunch while Billy napped, Conrad would work another load out of the teen. They'd usually go to the day room for a while and play cards while Conrad mainly looked at the bulge in Billy's sweats. It had been a while since Billy had pleasured Conrad. It just seemed more natural this way. Conrad fed off of his body, there seemed little point in reciprocating his advances. What Billy didn't know is that Conrad was still taking everything he needed from Devin's ass and mouth. When Conrad got himself horny enough watching Billy's dick through the sweatpants and seeing him be his dominant jock self with the other boys playing cards he would make some excuse to get Billy up to the cell. Billy would usually follow a few minutes later and find Conrad bent over the head of the bed having already lubed himself with his own saliva. Billy would be hard by the time he reached the top of the stairs and would flip his pecker out of his sweats and just push right in to Conrad's needy hole.

Because he had already cum four or five times by that point in the day, it usually took Billy quite a while to finish up in Conrad's bum, which was just fine with Conrad. He loved the feeling of the giant meat moving inside of him. When Billy was done, Conrad by tradition would clean him off and give him another blowjob. After dinner, Conrad would usually try to coax another load out of Billy with his mouth, and then at lights out, Billy's cellie would try the same thing. Oftentimes, his cellmate would have to work his ass for an hour with his tongue until Billy had enough juice to allow him to suck him off. Unless his cellie gave him some midnight head, which was more like a dream than a bj, that was usually Billy's last cum of the day. Billy wondered one time to himself how he would cope with not having asses and mouths at his beck and call to service him all the time.

Next: Chapter 28


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