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Cracking Him Wide Open
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No Walk In The Park
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Every blue moon, we receive a newly minted adult into our House from a facility for the younger delinquents. It's a mixed bag with these guys: sometimes they are already hardened to the ways of institutionalization, and sometimes they are like a young buck in a fresh green meadow. Usually they are covered in jailhouse tats, and have adopted the prison-chic clothing so loved by those school-to-prison pipeline types. This resident, however, was unlike the others. He had such an innocent look about him, you'd never guess half the shit on his rap sheet. Lucky for him, that rap sheet isn't going to become public, and thus, he has a real chance to start again from scratch.

When I called him into the bedroom and asked him to set down, you'd think he was in the principal's office. He looked worried, and like he might start crying any moment. While that was sort of endearing, I nevertheless was brusque with him while he was reading and signing the rules of the House. Although he looked innocent, I knew that he was just a used up dirty bitch like all the others, and decided to get my cock wet with him before he started causing any trouble.

I must admit, his little 18 year old lips felt nice wrapped around my dick, and he didn't seem to have much of a gag reflex. But the hottest part of the blowjob was just him staring up at me with those pretty blue eyes of his. He was desperately seeking approval, and you could tell it. I hadn't even stuck my cock in his fuck hole and I could already tell he was going to be my new favorite piece of fuck meat.

When I had him lube up my dick and stick it in himself, he slowly but gently let the head of my cock pop into his sphincter, and from that point on it was a go. He didn't need much loosening up, which made me wonder how many times he had been in this situation. His ass was so smooth and silky that it told me, "A lot of times," but the expression on his face told another story. Never in my life had I been fucking a resident who had such a dumbfounded look on his face. Who knows, maybe he thought that it all gets better once you turn 18. I hated to break it to him, but for his type it only gets worse.

To finish off, since his ass felt so damn good I had him ride me, at first facing me, and then facing away. Given the baby fat and not very muscular body, I was surprised that his legs didn't give out sooner. Sure enough, he rode that dick until I popped deep inside of him. What a people pleaser this young resident is! I bet his legs were sore the next day, though, not to mention his ass. When I smacked him good on his way out the door, his astonishment was palpable. It's nice to have a teen like this around, for sure. Even though it's no walk in the park, this job definitely has its perks!
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Decisions Are Based On Value
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19 years old and already several tours of duty throughout the extensive correctional system. It's a damn shame. What's worse, we have found that the more times someone has been locked up, the more difficult it is to get them with the program. After a while, they simply have given up, and are numb inside. When it happens to someone so young, like this specimen here, we try to take a kinder approach, but within a week we realize that it's all in vain. These fuckheads only understand one thing. So it is with this one.

Quid Pro Quo. It's a nice bit of Latin that - even if you don't understand Latin - is a concept of such basic and intrinsic comprehensibility. This is the thing, sometimes the only thing, that one learns in the pen. "I do this for you, and you do this for me." It's what separates us from the animals, the ability to navigate transactions. This resident might be low on the totem pole, but he's no animal, and when confronted with his latest transgression I put it in very simple terms for him: Either he make himself of value - to me - or he was caput. So, like anyone in his situation, he made himself of value, which in this case was choking on my cock and giving up his virgin pooter.

I have to admit, it was one of the more aggressive face fuckings I've given in a while, and I haven't seen that many cock tears streaming down a dude's face in a long fucking time. But it's much easier to enjoy when you have complete disdain for whichever teen is getting you wet. The hole, though, that was a whole different ballgame. Maybe it's because he's just a whiny dramatic son-of-a-bitch anyways, but fucking this guy was a chore. Sure he's straight and all that, but I figured since he'd been in the joint that he would have been loosened up nice and good. Not sure how he survived with his hole intact, but whatever he had on offer in prison wasn't his cunt. He must be a smooth talker. But he had met his match here. You see we can just kick someone out once we are through with them, a luxury not afforded by prison guards. So it's a different strategy.

Speaking of strategies, once I realized how damn tight he was, I had him finger himself. I have to admit my boner got even more solid watching this white trash teenager shoving his finger up his ass. I got off even more on the fact that he seemed to hate every second of it. Well, before long I gave him something else to hate, and that was my fat cock sliding ever so slowly into his pussy. This guy wailed, moaned, gritted his teeth, and carried on more than any virgin teenager I've fucked this decade, and if he was playing for my sympathy it did the exact opposite. Every wince made me that much more hungry to dive deeper into him. By the time I was finished he was broken - just how I wanted him. And then I nutted in his mouth for good measure. This fucker knows his place now, and that's a good start.
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Opportunity Knocks
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It's a rare and brave resident who actually tries to sneak out in the middle of the night without us catching on. Firstly, we have cameras and sensors everywhere. Secondly, every fucking one of these residents is a dishonorable snitch. But hell if it isn't fun dealing with the shifty fuckers the next day! This guy is particularly sad, because he has had so many opportunities that others have not. He has a relatively stable home life, his record is minor, and he has an education and skills. Unfortunately, every time opportunity knocks, he doesn't answer the door. Well, after his umpteenth offense, opportunity knocked again, and it knocked him right upside the face with two hard dicks. He now has an opportunity to be a jizz bucket.

After confronting him, he slowly swayed back and forth very nervously, but before he knew it he was on the ground with two cocks in his face. After a lengthy cock sucking session, my buddy skull fucked him on the bed while I played with his pink teenage hole. Then he was ready for the next level. As the junior House Manager stuck it in, I could tell this was gonna be a fun fuck (for us, of course). We spit roasted him in various positions, and I got my dick wet, too. He's actually not a bad piece of fuck meat. Small and fit, he can ride a cock like a champ if he is scared enough. As an extra special grand finale, we both dumped our nuts right into his mouth and all over his face. I'd say it was an above average load for both of us, too. So here was poor little blondie all covered in cum, like the no good piece of trash that he is. His opportunities in life sure are growing more limited by the day.
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Like A Setting Sun
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Sometimes when you need a grudge fuck, but you don't have a grudge against anyone in particular, it's good to just shove it to the newbie. In this case, the newbie came into the House with serious problems. Neil Young's opinion notwithstanding, my own personal take on this resident is that he's best used before the expiration date. I will tell you one thing about him of note: he can suck a mean dick and this little fucker has a tight hole. It feels good, but what feels even better is dropping a load deep inside it so that you can get about your other daily affairs. Kind of like a great 30 second clip that you can jerk off to in a public bathroom. Which, by the way, reminds me that I wouldn't be surprised seeing this dude in a train station bathroom giving BJs for a few bucks in the coming months. I don't think he will last long here.
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