Ass-fucked young prisoner getting a big mouthful



When the boy was being the hood’s thug, he did not expect anything like this after he got caught. Sure, all badass mothafuckaz think about prison sometimes, but could they imagine being fucked into the prison wall by a hung, sex-hungry guard? Watch as the raunchy nude boy enjoys totally new correction methods at the facility, getting his boypussy sore from cock and then feeling a hot sticky fountain hitting his face. The guard was done with for that day, but they both knew this is going to happen again.

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Twink prisoner getting some hardcore treatment



In fact, when the boy was getting his mouth ruined by the toned guard’s extra large dick, little did he know it was just the beginning. The guard did not want to cum into that twink mouth, however pleasing and soft it was. The twink’s manhole was on his mind. Administering some serious punishment for being a really bad boy, the guard smiled in sweet ecstasy as his mighty pile entered the boy’s wet hole. Look, the dirty twink even got hard from that!

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Helpless lad falls a prey to a sex-starved jailer



The exploits of the sex-obsessed guard chief continue. Unbuttoning his shirt while his bitch of a convict serves his oral sentence, the guard has nothing but the twink’s delicious ass on his mind. Great being a guard in power here, this tasty behind is all his to eat and fuck! That’s exactly what he’s doing next. Naked, horny as hell, he honors the beautiful bottom with a pro rimjob, and then it’s pounding time. The guard gets close to his boybitch and breathes heavily right into his ear…

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Old warden turns a young inmate into his bitch



In this prison, selling wolf tickets gets you what you deserve. The guy was writing checks his strength and status could not cash. This is how he ended with no pants on, wrists cuffed, guard’s fingers up his butt. The guard was really giving it to him the kinky way, fingering his slutty ass and then working his big erection all the way in. The boy knew other convicts are going to know he’s a punk, but getting fucked like this felt just too good.

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Sweet young inmate turned out by an older stud



The twink had no idea what was going on. He was taken to a small cell but this wasn’t just a regular lockdown. The room looked medical with white walls and shit. The boy realized he just got his hands restrained, and uncovered of his clothes as well. When he felt fingers working their way into his manhole, he understood what it was all about. A bigger, older, stronger convict was having his way with the boy’s ass and nothing could be done about it…He had to take every bit of it!

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Poor boy gets his ass pierced by a dirty old cop



Boy and baton begin with the same letter for a reason, apparently. The hot dark twink here didn’t even know something this perverted had been coming. Thrown into a room, he had his pants pulled down, and then he felt something thick and tricksy entering his virgin butthole. That kinky bastard of a cop was ramming his baton all the way up the boy’s ass! Dizzy with pain and shame, the boy barely registered that the cop has replaced the baton with his own cock, just about as hard as the baton before it. This was unforgettable.

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Imprisoned boy gets his cherry ass busted by a cop



Serving your first sentence is tough shit. You barely know what’s what and there are so many crucial choices to make. Like whether or not you would like to be this or that convict’s or guard’s slut! Or maybe it’s not much of a choice for a sweet tempting twink. This boy gets protection from the big strong guard and gives access for his juicy boypussy in exchange. Watch as the horny cop rims the fuckhole before making the boy groan as his cock goes almost up to his lungs.

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Freaky old bottom ass-fucked by a young prisoner



The joys of being a prison guard? You get to do the hottest convicts you can only lay your dirty eyes and hands on! Or, if this floats your boat better, getting done by them. Feeling kinky and sex-hungry that day, the sex-crazed cop had something on his mind. This was the cock of one of the boys he had seen during the initial inspection. The size of that thing, a real loaf! He had to get the hose up his horny pooper. And he did! Watch the hung toned twink rub his tool all against the guard’s tight behind.

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Attractive lad riding and munching old meat in detention



Everything felt wrong on that day for this hunky prison guard. The boss yelled at him, the food in the diner felt horrible. What a shitty job! Well, except for one thing. He waited for the moment to let off his steam for the whole day, and here he is, getting all he needed. All he needed was a submissive twink bottom, his boy bitch, the screw hole of his choice. See all the rage coming out together with manmuck as the guard fucks the crap out of his bitch, pulling his hair, almost splitting him in two with his massive pork sword.

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Lusty old dude has his way with young prison meat



Untouched meat time at the correctional facility! The luckiest and meanest of all guards get to check the incoming convicts, and these bastards do fight for the damn privilege. Look at this guy, his own power probably makes him as hard as the nude boys he’s got lined up in front of him. Nude naked, trembling with fear, with their tasty buns and meaty cocks available for anything which the guard comes up for, they are irresistible bait. Doing some minor ass slapping just to set the hot boys in the mood, the guard is already thinking of a full cavity search for the sexiest one…

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