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Failure Is An Opportunity
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Some residents just think that the Halfway House will be some sort of vacation for them. They come down from the Midwest on their parents' dime hoping for afternoons by the pool and barbecues at the beach or something. It doesn't often occur to them until they arrive that they will be slopping burgers and fries at some dirty fast food joint just for barely enough money to pay their rent and buy some store brand mac 'n cheese or microwave burritos with the leftover. Needless to say, it also seems to slip their mind that they will need to be doing all of this sober.

The conundrum for us is that any time they step outside, they are tempted to go back to their old ways, and it's pretty fucking easy. Any stop at a gas station or convenience store can land them a pocket full of rough times ahead. And so it is with this dipshit. He was barely here a week and he can't even piss clean. So, I did what I had to do, which is to let him know exactly what his place in the world is: the bottom. Of course, failure is always an opportunity. It's an opportunity for the resident to get a second chance, as well as an opportunity for the House Managers to get some primo teenage ass. Since this guy seemed like hardened type, I really let him have it.

After spitting on him and throat fucking him, I made him gag on my cock several times before I had him throw those legs in the air and introduce him to being a fuck toy. His hole felt really good, and I do believe that he might be one of my new favorite residents. He can really take a pounding, and he doesn't make much of a fuss about it. He can ride, too, which surprised me. Usually these blue light special types can't run half a block without getting winded, let alone ride a fat one for more than ten seconds. But him, he did a great job. I almost busted inside him just from his up and down motion. But I kept going because I wanted to get him in a few more positions before I dumped a load down his throat. He shouldn't feel bad about being the latest House bitch, though. There's no shame in getting help.
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Old-Fashioned Hole Thrashing
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It's pretty brazen to be selling when you are in recovery, even if you aren't doing the stuff yourself. Well, we definitely toe a hard line when it comes to this sort of infraction. I had the dipshit sit in his closet for a few hours to think about what he had done, and even afterward he came across as quite snarky and un-remorseful. Well, I didn't tell him this, but I planned on getting my dick wet and then calling his P.O. anyway. In the meantime, I figured I'd have a little fun with this miscreant.

I grabbed a fistful of his hair and shoved his mouth down on my cock, over and over. No gag reflex, which was great. He sucks a pretty mean dick, this one. I could have had him just give me some dome until I nutted, but I was eager to see what kind of junk he could pack in his trunk. When he removed his clothes and bent over, I saw that his hole was nice and pink, and not nearly as used as I had thought it would be. Loose, too. Hell, it didn't take much more than a gob of spit to slide my fattie right in there. He winced on cue, but to tell you the truth he is just a little whiny bitch anyways, so I wasn't surprised. After some hard pounding in doggie, you could have stuffed a baseball bat up his cunt.

Since his hole wasn't going to pose a problem, I just let loose, thrashing his hole hard until I was sure that he was going to give up. Instead, he had a boner! Well, that was my cue to have him ride me hard. You wouldn't think by looking at him that he was very athletic, but this guy bounced up and down on my dick for a lot longer that I was expecting, the whole time jerking his hard little dick. This is one of those rare cases where the punishment backfires: the resident actually gets off on being treated like dirt. Oh, well. At least I was enjoying it, which is all I cared about in the first place.

I pulled out to see his gaping boy hole, and he just stuck his fingers right in there and kept going until he nutted. I let him, since I knew he wouldn't necessarily have this opportunity in the County Jail, and hey - I'm not all that bad to these guys. So he came and then I came in his mouth. After a bitch slap, I left him soaked in his own sweat and both of our jizz. Won't be seeing him again for a while, though, I expect.
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Double Whammy Bareback
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Although some guys are loners, and act by themselves when they break the rules, more often than not, these losers act in concert with each other. Whether due to a lack of fortitude or simply a wish to spread the blame once they get caught, they conspire together and hope for the best. This route, of course, does not work any better. But for the House Managers, sometimes it can mean a bonus. Why fuck one dumbass when you can fuck two at once?

These brats definitely had it coming, too. And neither of them were too happy about the punishment either. But having both of them work on my cock was a sheer delight for me. They play, they pay. And I loved every minute of it. After having each of them hold my dick while the other worked it with his tongue and mouth, I dove right into the older one's hole while the younger one help his legs up in the air. The sheer look of horror on the newbie's face almost made me laugh. But he sure wasn't laughing, especially when I licked my finger and started massaging his prostate. The little guy is tight as hell, and it took me a while to work in, but once I had, it was golden. I fucked that little prick so hard that he was gaping like the entrance to Mammoth Caves. I rolled him over and choked him out, then began fingering the first one. I went back and forth on their holes like it was a smorgasbord.

After I was done shoving my cock in their delinquent holes, I pulled out and had them jerk me off until I was close, then I nutted in both of their mouths. I got a good spray of fifty percent of my jizz in each one, too. The fucking whores deserved more than that, but hey - what can you do?
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Roses Fall But Thorns Remain
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There are some residents that just deserve everything coming to them, and this idiot is one of them. He's so slow at his chores that even his bunk mate complains. He goes to work late, comes back late, and basically can't get into the game. This isn't boding well for his recovery, either. In addition to his road to success, however, I've basically been interested in one thing since he first transferred over to us, and that is getting his pretty lips around my cock.

The funny thing is, when I walked in on him and made up a b.s. excuse to begin his intensive therapy, he dropped to his knees like a cocksucker in a porn shop stall. "Well," I thought to myself, "at least he knows what's expected of him around here." He sucks cock like a pro, and I was enjoying it. I could tell he hadn't sucked a lot of dick, but definitely enough to know his way around. No teeth, firm lips on the shaft, and he only choked and gagged a few times. In another few weeks he won't even be having trouble deep throating the whole thing. Getting fucked, on the other hand, isn't his forte. But he will get the swing of that as well, I'm sure.

It took me a few minutes to work my dick into his hole, and I could tell that he wasn't enjoying it one bit. He was clenching his teeth and clenching a fist while I slid my pole further into his cunt, and I was a little worried that this was going to be a tough fuck. I guess it had just been a while, because once he was loose enough, he took it like it was payday.

I fucked him on the kitchen counter until his hole was red, swollen, and gaping. I coulda busted inside him right then and there, it felt so good. He didn't take too kindly to me grabbing his hair, but I'm not sure if it was because he didn't want to be treated like the bitch he is, or if he was worried about how it would look after I was finished with him. But anyways, now that he WAS ready for a pounding, I wanted to see if he had some skills. I made him ride me, and the guy has some jump in his game! It felt great. I love making these young dumb delinquents ride dick. It's a memory that will be burned into their tiny little brains. For years or decades onward, every once in a while they're gonna remember the time they were my own private little whore. Whether they remain whores is up to them, but because of their transgressions, they put themselves in the situation at least once. And when they're older and not so pretty anymore, that thorn in their side will be a constant reminder of how they fucked up, and the price they paid. Roses fall, but thorns remain.
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