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Umberto and Valerio are a couple of gangsters. After so many years in prison, the rough Latinos have developed a taste for gay sex and often get together to fuck bareback in private.
Bisexual foursome anal in prison with a transvestite and a maid
Young Hispanic David Contreras is about to spend some time in prison, but before he even sees his cell, the guards decide to have their own way with him.
Alex just finished a year in prison. He was referred by a friend of Danny's. He is 6'2", 185 pounds and works as a computer technician. Smart and well rounded; he had the good life , then lost it all.
This absolutely beautiful man and his brother have been roaming the streets, parks and bars of Atlanta for years, when they are not in prison. He is nice, handsome, hairy, well hung and very willing.
Gay prisoner assfisted in tight anal hole by his jail buddy
Fresh out of 23 years in prison, this tall, handsome, well-toned man is open to a lot. Donald is trying to get his life back together, but doesn't seem to be working very hard at it.
Prison bull in the ass and prolapse in glasses from a roommate
Umberto and Valerio are a gangster couple. After so many years in prison, the rude Latinos have developed a taste for gay sex and often get together to fuck bareback in private.
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Hairy stud in prison gets fucked and fisted by roommate
Fist stud fists his prolapsed boyfriend's asshole in prison
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The one in jail
This friendly guy has spent most of his life in jail. Philippe is now out and working on making his life better. At 6ft 180lb this 49 year old works in construction. He says "I love life and I'm finally having fun.
Prison inmate Eduardo is stuck in the shower by a guard who wants a piece of the skinny Latin boy's ass. Eduardo has no choice but to give in to the demands of his much taller superior.
Bisex police babe enjoys 3some with bi guys in the prison
Bubby Cakes loves roughness and Victor Cody knows how to do it. Once chained to the ceiling, Victor takes advantage of Bubby Cakes by jerking, spanking and kicking him in the balls.
Fisting threesome inspection for gay stepdads in prison office
An elderly guard wants to get his way with a young prisoner, David Contreras, who has no choice but to give in to his wishes. Taken to the locker room, the boy is stripped naked and forced to suck the guard's cock.
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Self-proclaimed freak, this very sexual young man has just finished a long stay in prison, during which he says he had lots and lots of sex.
Russian PRISONER fucks young gay man! Humiliates and dominates! Sex in the first person! Foot fetish!
This cool guy has come a long way to do this session. Like a lot of guys here, he's spent time in jail, engaged in lots of illegal activities, and just trying to make it in life. Frank is 35, 5' 7", and 145 lbs.
Inmate Sean Durant pounds Dirk Caber's ass in prison
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He is a good guy who has lived a hard life and is still struggling with his lifestyle choices. After many years in prison, he seems to have no direction. He learned wardrobe making from his stepfather but left that skill behind.
Those of you who have been loyal fans of the site will remember this fantastic man from about 10 years ago. So where has he been all this time? Well, Larry has been in prison and he called as soon as he got off the bus.
Nothing makes him happier than sucking that dick
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Fisting DILF and jocks enjoy a threesome in the prison office
Prison athlete analyzed by his friend in a shared cell
TSVirtualLovers - sex with a prisoner in POV video
Fisting prisoner stud fucks his roommate's greedy ass in cell
White guy gets fucked in the prison by blacks
prisoners and security have a heated encounter in the cell!
Trustee Fucks Fellow Prisoner Jock Hard In The Ass
Dominatrix Mistress April - Cane Training Part 4
Prison style sex in a dirty bathroom
This man has been a friend and sometimes a lover for many years. The cowboy is loyal, hardworking, clean and a true gentleman. But like a fool, I threw him out for foolish reasons.
ManRoyale Sage Roux fucks the sheriff to get a get out of jail free card
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