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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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Steamrolled Bareback
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We hired a new House Manager a few weeks ago. The guy has some experience dealing with young delinquents, but I'll be damned if this guy doesn't have high blood pressure or something. Unfortunately for the virgin in question, his first punishment session happened to be with one of the worst new offenders we've had in months, and it didn't turn out well for the poor guy's hole. He was caught in an extremely groggy state with some contraband in plain view, which is a huge no-no. Based on how he took to getting steamrolled bareback, my guess is that he will at least do a better job of hiding his infractions in the future.

Now, here's the thing when it comes to virgin holes. I don't care how broke a guy is, or how straight, or whatever, there ain't no dick going in a virgin hole and it's not going to be extremely unpleasant. I've seen some porn sites claiming that the guys are desperate and need cash and all of that, and that they are supposedly straight. Well first of all, the friggin' waxed eyebrows should be clue number one. And clue number two is when a 7 incher is shoved up the guy's butt and he starts ooh-ing and aww-ing. Give me a fucking break! A real virgin is gonna scream, moan, grit his teeth, clinch his fists, tense up and otherwise resist. Even a closet shit-stabber who wants it isn't gonna like it the first time. Or the second. Thus, there are two approaches to that tender carnation down there. One is to take your time with it and give the guy time to at least loosed up a bit. The benefit of this approach is that you leave minimal damage so that you can fuck him again the next day, or even later that night. The other approach, which we generally only use when we don't like the dumbfuck in question, is to plow right in. "Sink or swim" definitely opens the dude up, and teaches him his lesson in a way that he'll be feeling for the next few days. The new Manager obviously prefers the latter approach, and based on his experience, I trust him completely.

After fucking him in doggie like a little bitch, and then flipping him over and choking him out, this good-for-nothing god a nice huge wad of jizz on his tongue. He was asked not quite politely to swallow it. I thought that was a nice touch. We are all hoping that he shapes up and starts flying right, because if he doesn't he might not be able to walk outta here.
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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.
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