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Pretty Boy Railed Senseless
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We got a new resident this week. He is a pretty boy for sure: blond hair, bright blue eyes, an innocent demeanor, and an appropriately deferential attitude. I'd read his enrollment report and figured out just what kind of guy he was before I even met him. Lots of talent and expectation early on, falls in with some friends who lead him astray, thinks he will never get caught. Then his grades start falling and he barely manages to graduate. He's disappointed his parents and fucked up just enough that they are worried. So they send him to our humble House. Even though he reeks of entitlement he'll probably get a long just fine.

When I first met him, he looked scared shitless. Pretty boy was definitely out of his element. He was also eminently fuckable. I decided to go for the grand slam during his intake. And let me tell you, it didn't take long before I ad my cock shoved in between his pretty lips. Nothing better than a Saturday afternoon with an 18 year old's big blue eyes staring up at you while he's licking your shaft. He actually took on the bitch role like a natural. The more I smacked him around, the more I wanted to smack him around. Damn, his cheeks sure got rosier after a few good whacks. Meanwhile, his cock sucking skills left a little to be desired, but he sure could open his mouth wide. I spent some time throat fucking this puppy before moving on to the good stuff.

When he bent over, exposing his cunt, the frightened look in his face definitely egged me on. I'm pretty sure he had no fucking clue that he'd be getting ass banged during his recovery. Better to let him know up front, though, right? I lubed it up and slowly started sliding my cock into his hole. It was just about the right amount of tightness versus give... and it actually gave way a lot quicker that I thought it might. Only a few minutes in and I had this bitch-in-training backing up on it like he was a Hollywood waiter looking for a big break.

Even though he's a bad egg, he has obviously grown up being submissive to authority, and although it probably wasn't pleasant, he took it like a champ. I railed him hard, and then had him ride me. He barely flinched; he just did a good job as he was instructed. He even hopped off and went ass to mouth with barely a hesitation! I told him to get me off with his hands and mouth just because I was curious if he could do it. Not only did he manage to do a great job, he didn't gag when I shot spurt after spurt of cum into his mouth. This one is definitely going to be a House favorite.
Try, Learn, Grow
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When most of us House Managers were growing up and in our formative years, bullying was just a fact of life. And to tell you the truth, in my opinion, I just say let these young men be - they will establish a pecking order soon enough, and it's sink or swim in the real world. That said, everyone nowadays thinks that bullying is worse than almost anything else, and that it can be almost solely responsible for a ruined life. Well, you can argue about choices and determinism until you are blue in the face, but long story short - the bullies at the House get a one-way ticket to a cock in their faces, so I'm not going to complain too much about the modern rehabilitative environment.

This one was calling another resident a "cock-sucker." Mean? Sure. Was he wrong? Probably not. But, in the interest of harmony, I determined to make sure he wouldn't be calling the least among us bad names ever again. After I had had my cock massaging his throat for ten minutes I asked him "Who's the cocksucker now?" Well, he damn well knew the answer to that. I upped the ante a little for him, too, by busting into his virgin hole. This guy has been treating others with disrespect and contempt his entire short adult life, and now the tables were turned. He took it like a man, I'll give him that. He also took a load of my jizz right into his mouth. I'm pretty sure that was his least favorite part of the entire encounter. Tough way to learn, but I'm sure it will help him grow into a better resident, and a better person, in the long run.
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Breed Him Right
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It always amazes me that guys who have had a relatively decent upbringing can fall so low as to end up in a place such as out humble Halfway House. Sure, the former fostered guys, and the guys from bad homes, or the guys with crack head parents - it's no surprise that they are where they are. But two parent household, nice house and school district growing up? What the hell are these young men thinking when they throw that all away?

Maybe some people are just meant to be delinquents and whores. That said, at least even the delinquents and whores can scrounge up enough dough each week to pay their House rent. Street smarts always seem to include the ability to come up with a wad of cash, even if it's at the last moment, and even if that wad was ill-gotten. This pitiful suburban wasteland reject, though, like so many of his ilk can't seem to get a job or figure out any other way to pay rent. I suppose that's what happens when everything is fed to you on a platter.

So, instead of just another day at the House, instead this guy got a real treat. In order for him to understand his place (that of a no good whore), I had to put him through the ringer. Now I must admit that he seems to suck cock fairly well already, so we were definitely off to a good start. He didn't seem to like it much, but at least he did what was required of him. That ass, on the other hand: what a beautiful bubble butt to behold! It was tight, and opening it up was amazing. I started him off on his knees, like a dog, and worked my cock inside of him. By the time I had him flipped over, it was smooth sailing. My dick was pumping in and out at a fast clip, and with every stroke his hole was feeling better.

After such a great loosen-up, I figured it was time for him to learn to ride it. He started off hesitantly, but soon he got the swing of it. And I had him scared so shitless that even once his legs were so tired that they were about to give way, he just kept going. I suppose this guy has some grit and work ethic after all! I'm glad I could help him find it! I had him turn around and keep pumping as he rode my dick reverse. It gave me a great chance to admire his ass while I got close to breeding him. He kept plugging away, too, until finally I let loose a massive load of jizz, just meant for him.

He hopped off my cock, and with a big stream of cum streaming out of his ass, he looked shell-shocked as I told him to get me my money by the end of the day. I guess that he just needs to learn that not only is work sometimes difficult, but the work never ends, either.
Barebacking Southern Reb
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Reb is an attractive guy for being in his early twenties. He is moody, though, and always seems bothered or worried. I guess that is what withdrawal will do to a person. At least he is working out more - a lot of the guys put on some pounds at the house. I guess his cockiness got the best of him, though, because he decided that he could come and go as he pleased. Unlike some, this one is here on a court order, so we have some extra leverage with him. I castigate him and then whip out my cock - he knows exactly what he needs to do. Shockingly, he has no gag reflex. Maybe he sucked dick for his goodies back in Alabama. At any rate, I wanted to torment him as much as I could. I have him roll over so I can take a look at his ass. What a nice fucking butt! Just the way I like 'em. I tell him to lube up his fingers and shove a few up his ass. He is there on the bed putting his fingers up his hole, and I site down and just stroke my cock and watch him. This is great because I get to enjoy a nice pre-game show, and he gets to stare at my fat cock and think about what it's gonna feel like in a few minutes. I finally relent, and have him lube my cock up. After a nice several minute handjob, I instruct him to guide my dick into his ass. He does so with some trouble. His ass is tight as fuck! You wouldn't think it after the effortless deepthroating. Oh well, maybe that's all he ever did was suck cock. He winces quite a bit as I work my way into his man hole. It takes not too long to loosen him up, so I'm guessing he probably isn't quite a virgin - but it has definitely been a long time. I fuck him missionary and doggie. When he is on his knees and I'm slamming against his beautiful white tush, I almost came. Fuck I wanted to cum, but I wanted to make sure he was thoroughly humiliated so this first time I decided to nut in his mouth. Only this time, I have him jerk me off into his mouth. He jerks me to completion, and gets almost all of it in his mouth. He missed a few drops, but I made sure to swipe it onto his lips. I can tell by the look on his face that he finds cum in his mouth disgusting, so I make sure to leave him with it in his mouth longer and ask him to tell me what a good resident he is gonna be in the future. Although, between you and me, I hope he is bad.
Rode Hard & Put Away Wet
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It's one thing to try and sneak in past curfew, or forget to do chores because you're a lazy fuck, but to brazenly disregard some very fundamental rules relating to recovery will get a resident in some deep trouble. In this fuckwad's case, his trouble got very deep indeed. No matter that he is on probation for illicit substances; no matter that he has failed rehab twelve times in as many years: this guy actually went out to a quack doctor and got a legit script for the exact thing we are trying to wean him off of. Of course, he did this without any prior permission or consent.

This clown move, trying to pull a fast one over on us House Managers doesn't go down well. After getting ahold of his contraband, I confronted him and flushed it down the toilet. Then, I let him have it. I haven't relished face fucking a resident so much in a long time, but this jerk had it coming to him. Hell, I didn't even care about the occasional tooth scrape. I wanted to pound the back of his throat so hard that he would know it the next time he took a drink or tried swallowing. But the real fun began when I had him lube up my cock and stick it in. This guy's hole felt great, too. But it felt even better when I was slam fucking that hole like it was a whack-a-mole at the county fairgrounds. Damn, did this fucker gape, too. His ass took such a pounding that is was crimson red and wide enough to fit a baseball into almost. The whole time, he just laid there and took it, grimacing from while to while, but overall just getting his cunt worked over and barely feeling a thing. That's what said contraband will do to a resident: numb to life, numb to getting treated like a common whore.

Well, the nice thing is that he is in decent enough shape that after I dicked him down both in doggie and on his stomach, he at least had some strength to ride my dick like a carousel horse on overdrive. Up and down, up and down - this guy can take a pounding, and I loved every minute of the recovery session. He looked scared, too. I think that he thought I might call his P.O. I might have, but a fuck toy like this is too precious to hand over to the County. And just to prove his worth, he hopped off of my dick and deep-throated it, licking every spare drop of lube and ass juice off with a relish usually only seen by sex crazed porn starlets. Hot damn!

Maybe he just thought that if he blew me to completion I wouldn't fuck him any longer. On this point he was wrong, though, because after he got a good taste of his own ass juice, I laid him over on the bed and went as deep and as hard as I could until I had dumped a big load of babies deep inside his sorry hole. This fucker...

When I was done with him, I slapped him around and just left him there to think about his life. I don't have a lot of hope that his thoughts were fruitful, but hey, everyone can have an epiphany, can't they? Until that point comes, he'll just be stunned and shell shocked every time he breaks the rules. As an old buddy of mine said about his philly once: "Rode hard and put away wet." Yep, that pretty much explains this washed up tweaker.
18 Year Old Virgin Fucked Hard
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Me and another House Manager walked into his room and got him up for a big surprise. We threatened to talk to his parole officer and have him sent back to jail if he didn't cooperate. I gave him a handjob, fingered his hole, rimmed his ass, and then when it was nice and loosened up a bit, I shoved my dick inside him. This kid has big legs and a tight hole, so it was a struggle at first to fuck him. Finally after a few minutes, my thick cock loosened him up to the point I could fuck him properly. When I had my fill, I pulled out and nutted all over his face. Another young man's ass popped. Thank you, Corrections System!
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