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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!
Boning The New Boy Bitch
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It's common for residents to get in past curfew, but it's pretty damn rare for someone to stay out the whole night. Our newest resident, after only one week, went completely AWOL. When we saw him pulling in the next morning, we waited for his arrival back into the House.

His excuse was that his car broke down, but whether it did or not, he was about to be turned into our newest boy bitch. First he was put through the paces giving head. He sucks cock pretty damn well, and he doesn't have too much of a gag reflex. This bitch gets face fucked and spat upon and doesn't even flinch much - he really, really needs to stay, otherwise he will be going up the river.

Once he is on the table with his legs up in the air, it is time to inspect his 19 year old virgin hole. It's pretty and pink - quite inviting. He is about to get his hole torn up, and he knows it. After rubbing some lube in his hole, the House Manager dives in bareback, slowly at first. The pace picks up and hair grabbing commences. Damn, this guy can take a pounding! After some rough fucking, the House Manager grabs his hair, pushes him down to the ground, and shoves his ass-juice laced cock into the bitch's mouth. Bent over on the couch, he gets fish-hooked and slammed some more. The nice thing about exploiting teens like this one is that they are too dumb to put up much of a fight or even talk back. They just lie back and take it. And this guy takes it hard.

Once we get him on his back again, he gets fucked a lot more and choked out. His hole feels perfect now that it's all loosened up, and gets the House Manager close to busting. Our boy takes it right into the mouth, but the load is so big that it also goes onto his face some and even into one eye. He swallows all of the cum diligently. Even though he says he won't fuck up again, we are really looking forward to the next time he does.
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Bareback Double Dick Down
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The new guy was from the same hometown as a current resident, and he was one week from being on probation but was already in the house, sort of a pre-emptive thing I guess. Or perhaps his delinquent buddy just wanted a partner for his mischief.
Apparently, though, even though they were friends the newer one hadn't heard of how things are handled around the house when someone fucks up. So, when they got caught disconnecting the security cameras, the newbie had no clue how it would play when they were found out.
I marched these two douchebags into the room, and after listening to their bullshit for less than 45 seconds, I had perp number one down on my cock. The horror on the newbie's face is fucking priceless! I guess he really had no clue how it works around here. Needless to say, he was down on me soon enough. He sucks dick a little better than his friend, although he uses a little teeth. I didn't chide him about it in front of his friend, though.
I quickly tired of the bj and moved on to some ass. Tried and true, the newer one has gotten fucked so much he barely flinches anymore, so I started with him. He started asking when his friend was going to get it, and it pissed me off, so I made him go down on me so he could get a good idea of what his ass tastes like. I let his buddy have a taste, too.
I moved on to the newbie, and sure enough, this fucker was a virgin! It's rare to find a 19 year old with an unpierced hole these days, but damn if that wasn't tighter than a cat's pussy! It felt fucking fantastic. I made sure to ease him in. If you fuck a virgin too hard they start bleeding, and I didn't want any of that. After several minutes of going easy he was ready for a break. Both him and his friend are side by side, so I just start fucking both of them back and forth. It's always fun to have two holes to fuck instead of one!
Anyway, after a little letup, I go back to the newbie and I figure he is loosened up enough, so I just fucking go at it - wrecking his tight little hole. He is screaming, ripping the sheets off of the bed and biting the comforter to deal with the situation. It's pretty damn hot.
I got my fill and decided to cum in both of their mouths. I let the newbie have the most, though. And then I made him suck my dick clean. He is an outstanding addition to the house, and he can't help but be a fuck-up, so I'm sure he has several more discipline sessions in store.
Giving Him The Help He Needs
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This resident spent much of his late teenage years scraping together money for tats and other vices. It's the other vices that landed him in prison, but based on his attitude about it, he must have had it relatively easy. Not everyone comes out of the pen with such a cheerful attitude about it. What he is not cheerful about, however, is his court-ordered stay with us. As a term of his early release, we are stuck with him for a short while, as he holds down a job and supposedly re-adjusts to life on the outside. His outside gig certainly shows - he's got a deep tan that only outdoor work can give a guy. It looks really nice on his small, fit body, and especially accentuates his perky little bubble butt. Most guys who are trying to walk the straight and narrow gain a few pounds, but due to his persistence, he has kept in shape. So, overall, not a bad kid. His biggest problem, really, is that he is a magnet for being taken advantage of. His sister and girlfriend pretty much control his life via the phone calls he is allowed to receive, and it makes me kinda sad that he lets them needle him so much. Like a lot of other cons, he pretty much told me as much when we first met him. Guys like him usually blurt out their entire sob story within the first half hour of meeting them.

Needless to say, I was pretty bored with hearing about his personal life, but I definitely wanted to see what was beneath those gym shorts. Once he was finished filling out the paperwork on day one, I let him know exactly how his life at the House was going to be. He takes off his shirt to show me his numerous tats, and then I help myself to getting a nice glimpse of his ass. When I ask him if he got fucked in prison, he tells me "No one is ever gonna fuck me!" Well, I guess he hadn't planned on it, but he sure was incorrect. After guiding his hand to my cock, he almost starts crying. This must be his modus operandi when confronted with unpleasant realities. No worries, though, because we are used to his type, and it doesn't bother any of the Managers. He gave me a good cock slobbering, and I also face fucked him. But what I was after was that pert little hole of his. To add insult to injury, I have him lube up my cock and stick it in himself.

You know what they say, the smaller the build, the better they take dick. The rule definitely applies to this guy. It wasn't a few minutes in before it was smooth sailing, and I made sure to fuck him good. On his back and in doggie, I was really enjoying myself. When I had him sit on my cock, though, he started riding it like a pro - surprising me a little bit. I almost came, but I didn't want to because I wanted him to lick his ass juice off of my cock first. He hops off and takes my dick in his hand, just jerking it for a minute while he stares at it. Finally, he wraps his lips around it and starts sucking. I love degrading the former prisoners the most - these guys are the bottom of the barrel civilization-wise, and they deserve every second of the humiliation. I roll him over and drop a huge nut right into his mouth. After I do, I ask him if he thinks he'll do well at the Halfway House. He says that he needs the help. That's for damn sure!
He Just Needs Support and Approval
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Another day, another critical failure. Such is life for the residents of the House. This guy failed a test and in all rights should be outta here. However, he just might be useful to society some day, and he sure is useful to the Managers right now, that is - when they need to get their rocks off. When I confronted him about his sever breach of the rules, he looked me in the eye and said "I failed you," as if I give a shit whether he gets better or not. And to say that after that little smirk he had on his face! What a lying, manipulative son of a bitch. I brushed off the slight, primarily because I was interested in busting that virgin ass of his wide open. You see, this kind of guy is just my type: He is the kind of guy who in high school was nerdy without being smart. He probably held a decent part time job at a convenience store in the mid-sized factory town he grew up in. He hung out with friends who weren't good influences, and he curried their favor by getting the same type of tattoos as that crowd, and by indulging in their vices with them. As is usually the case, and as I found out while my cock was 6 inches up his rectum, was that his path in life all stems from Daddy issues. No shit, I was fucking this dude and he starts screaming out "Daddy." It was almost disturbing. Not because us managers aren't older authority figures, but because this guy is fucked in the head, and no amount of partying is gonna replace what he must need most of all. That said, knowing that he craves a father figure, I'm going to make sure he gets that kind of attention: except it'll begin with a cock in his mouth and end with daddy being extremely gratified.

His cock sucking wasn't half bad. I'm guessing he had a sister with a gay best friend. The reason I say this is because he sucked dick as if he had thought about it alot but never done it. Well, now he's done it, and I except he will get better with time. The fucking part, now that was my favorite. His sublime pink hole contrasts nicely with that kind of alabaster mid-western pale skin - the kind that never sees the light of day even when it's nice and sunny outside. That virgin hole was puckered up and just waiting to be explored. And trust me, it was tight. I could tell by the expressions on his face that it wasn't the easiest cherry popping. He was grimacing hard. However, he put up with it (see aforementioned issues) and after a while even got loose enough to ride my cock. Now here is a shocker: even though he was obviously feeling some pain, when I grabbed his dick as he was riding me, he got rock hard. Now, ain't that something? That hard on went away when I went in for the creampie. As I increased the pace and depth of my strokes, he was screaming. That worked like a charm for me, and I busted deep inside of him. It was an awesome breeding, and my cum was oozing out of his no-longer-virgin hole like the yolk out of a poached egg. He seemed not only happy that it was over, but happy that I had a good time. You see, all these guys need is support and approval.
Bareback Delinquent Torment
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This kid had only been in the house a few weeks, and he was already fucking up. Sterling (what a name!) got a job quickly and seemed on the up and up, but Friday came and guess who missed his Saturday morning NA meeting? This dumb shit had slept in, and I could tell by the way he was lying on the bed, on top of the covers, fully dressed, that he must have had an awfully fun night after work. I decided to surprise him and show him how it was gonna be here at the house, for not focusing on healthy living. I yanked off his socks and shorts and told him to take off his shirt. As I whipped my cock out of my jeans the look on his face changed. I had a feeling that he had messed around with a guy before, but then again, maybe not.
Damned if I wasn't surprised how he took to my cock like a babe to a teat! That kind of blowjob you only learn how to give on the streets. I pushed him down to his knees for more of his mouth, and ended up throat fucking him for a while. When I finally had him stand up the dude had a full on boner! Boy, if his girlfriend⁄baby mama knew that got his jollies off of being tossed around like a little bitch, I'm sure she wouldn't be bringing cookies anymore on visitation day!
I put him through some heavy ass play, spat on his chest and told him to rub it in, and had him jerk me and himself off as our cocks rubbed together. Next, I lubed up my dick and had him grab it and rub it all up, down and around his cunt. Then I just slowly let the head glide into his fuck hole. He was so tight, and it felt amazing! Since I didn't have another house manager around to help, I had him suck on my finger just to keep both holes occupied. I got my fill and didn't want to be too hard on him for his first offense, so after a bit I reclined and let him give me a handjob for a few seconds, before telling him to go back down. I could see by the look in his eyes that he was thinking "But that dick was just in my ass!" He did it anyway with no questions, of course. They always do. Once you start bossing a shit head around, they almost forget that they have a choice in the matter. Well, he was damn good and got me extremely close, so I told him to stick his tongue out, and I came into his mouth. I missed his mouth on a couple spurts, but I swiped those gobs in the old fashioned way. With a mouth full of cum and an ass dripping with lube, he promised not to sleep in again. I'm sure he will, though, and I'm looking forward to round two.
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