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Dumbass's Pristine Hole Defiled
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The residents at the House think they are so smart, but in reality, they are just a bunch of dumbasses. There's a good reason for every rule, and if you let just one small infraction slide, the House Managers immediately begin losing control. Thus, something as simple as wrapping papers can be indicative of a huge problem, and the perp must be dealt with accordingly. No one rolls their own tobacco anymore, especially some high school drop out who can't keep a job for more than three days.

This guy in particular - I had been waiting for him to fuck up, because he has an awesome bubble butt. In spite of his complete laziness when it comes to meaningful work, he manages to hit the gym quite often, and it shows. But having a chin strap and looking like a Gladiator extra doesn't pay the bills, nor the Halfway House rent. Even worse, it pisses all the Managers off that this guy can work on his body but not the more troubling personal issues that cloud his judgement every day.

From having chatted with him, I was assuming his butt was virgin ground, and boy was I correct. What surprised me was how good of a blowjob he gives. Damn! Some guys must just be born with this skill innately. I let him linger with my cock in his mouth for some time, and alternated between him working it and me skull-fucking him. When we told him to roll over, exposing his fine ass, I was already extremely happy that this fuck up was in our House. When I spread his muscled ass cheeks to take a close inspection, I was in for a great surprise: unlike a lot of guys who lift, his hole looked perfect. Pink, soft, inviting. I lube up my finger and slowly slid it down his fuck canal to get a measure of how tight this guy was. I swear that his sphincter could have cut off the circulation to my fingertips.

I wanted to fuck him good, so we decided the best way to loosen him up would be some dildo play first. I worked in the toy, and after a few I had him work it while he simultaneously worked on my dick. After several minutes, once we decided he was ready (if anyone like him actually can be ready), I slathered my dick with lube and began working my way in. It was still tight. It's as if his asshole was as strong as his legs! I managed, however, and thankfully he didn't make much of a fuss. By the time I had him rolled over and was going hard on him, he seemed to be getting the hang of it. I dropped a massive load of jizz onto that freshly defiled hole, then used my cock to deposit it deep inside him. That pristine hole got defiled, and he probably won't be breaking the rules again for some time now.
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Frat Boy Bareback Ass Initiation
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It's always fun initiating a new resident, but this one was extra special, because he got barebacked before his suitcase was even unpacked. I had heard from his PO that he had been enrolled in a four year school, so before he arrived I figured he'd be some sort of Einstein wannabe. In fact, he was more of a beta-male frat boy. I guess he played one to many games of "Quarters" and somehow ended up in trouble. It must have been really bad; usually the letter jacket dudes get quite the break.

Anyways, sensing his desperate need to fit in, I quickly had him read through the rules, then did a strip search. Damn! When I saw that fine ass of his I couldn't resist. Pretty soon I had my finger up his tight virgin hole while I was stroking my own. Worried that I might rip his str8 boy hole, I had him loosen up with an old dildo. It did the trick, I suppose. After the ass play I test out his cock sucking skills. He wasn't bad, but he didn't seem to take too kindly to being slapped around. Who knows, though? Maybe it's really his secret fantasy. Since he had too much of a gag reflex I moved on after several minutes to popping his frat boy cherry.

It took damn near forever to finally get my cock in his cunt, but once I did it felt great. He made faces and moaned a little during the whole proceeding, but in fact he's a pretty good sport. I guess frat boys like him have to learn to put up with a lot of stuff they really don't like. I fuck him in several different positions before finally filling his hairy asshole with my creampie. Using my jizz as extra lubrication, I give him a little more while my dick is still hard, too.

When I tell him after I bred him that he'd be fun to have around the House, he agreed with me! LOL! I guess we won't be having many problems with him, and at least we have some fresh teen hole to pass around.
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Str8 19 Year Old Bareback Torment
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This guy was new to the Halfway House. He had gotten busted while about to cross the state line into Florida. Apparently on the way from Atlanta to Tampa with a shipment, he reached out of the window to try to grab a box of peaches from the truck next to them and the driver immediately got pulled over. Well, after a suspended sentence and probation he ended up with us. We decided to go into the room (he shares with a guy on probation) early in the morning and let him know how his stay was gonna be. He sucks the manager's cock, and I get his ass loosened up with a big thick dildo. After his ass is ready, my buddy fucks him hard, deep and raw while he sucks my dick. Overall, he was great for a first-timer. My friend nuts on his asshole, then the resident cums on himself, and I jizz right into his mouth. Then I tell him to go back to sleep. Ha!
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Bareback Bondage and Lots of Cum
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Two of our 19 year olds were messing around on the couch, and the House Managers decide to give them a thorough example of what to expect when they fuck up. Each gets on his knees to service one of the Managers, and soon one is on the couch slurping and sucking his way toward a creamy load in his mouth, while the other is being barebacked by the other Manager. After taking a load all over his tongue, the first is promptly tied up and a huge dildo is shoved up his ass while he gives the still rock-hard manager a handjob - he soon gets a second load all over his face. The other being fucked raw gets a load on his ass, before the tall resident with the big dick jerks off onto his buddy's face while still roped up. The cum is beautifully swiped into his mouth. Incredibly hot vid!
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