Category Archives: Boys half way house

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boys halfway house, Yippy Skippy, Skippy Monroe tacks it deep

One of the reasons the House has cash flow problems is that these fucking residents can’t pay rent on time. Why? They get a job and then a week later lose it. Usually they are sleeping in after doing things they shouldn’t the night before. Well, with this resident – Skippy – we’d had enough. He is 19 and completely irresponsible. However, he has a sweet looking ass that’s tight as fuck. It’s my goal as lead House Manager to have that teenage cunt open wider than a garbage dumpster by the time he leaves the House. When he does leave, it’ll probably be in the custody of his P.O. – but hey – that’s not my problem. In the meantime, this young man will be learning how to give a proper blowjob and how to take a fat cock.

We began accusing him, rightfully, of being a loser and a user. Once he had stroked my dick for a while, he put it in his mouth. Before long he was getting the hang of it. Satisfied with his progress, I turned it up a notch, and got out a long dildo to begin prying him open. With a little lube and some patience, it began going in OK, and I switched over to my cock before long. He’s got a hot tight ass, that’s for sure! After some fucking I dumped a load on his hole, swiped the cum up with my fingers, and fed it to him. He’s got a long way to go, but we shall make him into a butt slut for sure.

boys halfway house, Yippy Skippy, Skippy Monroe tacks it deep

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boys halfway house, When It Rains, It Pours, Gio Gianni and Pierce Paris

This guy was so lit that he thought his castigation was all a game, but vulnerable young men like this need a firm hand. He might have been tired from the club, but the House Manager got his adrenalin going when he whipped out his cock and instructed him to start sucking. Before long, this delinquent was ass up on the bed taking a thick one. After a proper fucking in multiple positions, the only thing he had to show for his deviance was an ass plastered with sticky cum and a House Manager who was satisfied. He might cause problems again, but at least he will be aware of the consequences in the future.

boys halfway house, When It Rains, It Pours, Gio Gianni and Pierce Paris

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boyshalfwayhouse, Serving His Purpose,Beau Mance

I’ve never seen such a skull fucking of a guy who’s only been in the House a few weeks. But he just had the kind of face that makes you want to treat him as wildly as possible. That goes for his mouth as well as his ass. Now, he took the dick well when it came to his mouth and throat. That ass, though – we weren’t sure about how well he could take a long fat cock. His butt is so tiny, and his hole so pink and tight-looking. Thankfully for him, it stretches out to maximum capacity. Once he was bent over the bed, the fucking began full throttle and didn’t slow down until we were finished with him. The resident was screaming bloody murder with each thrust, which just made the Manager want to go deeper. Well, he got fucked in several positions until his hole was completely blown out. As a finishing touch, the Manager blew the biggest load ever onto his tongue and all over his face, which he obediently gobbled up afterward. I have a feeling this guy will be toeing the line from now on.

boyshalfwayhouse, Serving His Purpose,Beau Mance

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All Tied Up, Darien Valentino, Boys half way house

On rare occasion, a resident who can’t abide by rules against leaving the House late at night is physically retrained. Of course it’s all meant to prove a point, and usually after an hour bound and gagged in a closet, the resident’s mind begins to clear. Rules are rules, after all. The difference between our methods and more conventional methods is that when we let the resident free from his chains, it involves some hard cock and bodily fluids.

The House Managers had had enough with this dumbass, so I left him in the closet in his underwear. He wasn’t too happy about it, but he just didn’t seem unhappy enough, so I grabbed him and threw him on the bed. From there I proceeded to play with his hole. I fucked him bareback as well as used a trusty butt plug to make sure his ass was as wide open as it could be. Once his underwear had been ripped off, I had a much easier time shoving my dick inside of him as his muffled screams got a little louder. I jerked his cock while the plug was stretching his hole, and then I ripped off his gag and dumped my own load into his mouth. This pathetic excuse of a human being shouldn’t be causing any new issues soon.

All Tied Up, Darien Valentino, Boys half way house

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First Strike with Andy Adler, Boys half way house

Our newest resident got his first strike for enabling the laziness of the other residents by doing favors for them. Unlike the real world, where folks sometimes get three strikes before they are out, our little friend found out the one strike is enough to get you in a heap of trouble. Our House Manager, after confronting him, gives him the full treatment. Once he has removed his clothes, it doesn’t take long before the House Manager’s cock is halfway down the resident’s throat. Luckily, this guy’s mouth can accommodate quite a fat cock, and so the Manager takes full advantage of some amazing dome.

Dome isn’t enough to make up for his rule-breaking, however. Once he is on his knees on the bed, with his pretty little hole on display, the real fun (for the Manager) begins! Although the fat dick slides in pretty easily, this young man immediately begins squealing like a pig, and he doesn’t stop whining throughout his ordeal. The Manager fucks his on his knees, on his back, on his side, and back on his knees again, giving him a walloping that no resident has seen in a long while! The resident moans, groans, and screams as he gets rammed, and this level of volume seems to just get the Manager going even more. After fucking balls deep at breakneck pace, the resident gets a huge delivery of cum all over his fuck hole. After this, he’s probably hoping that there isn’t a second strike on the way any time soon!

First Strike with Andy Adler, Boys half way house