Sleek Nikubenki stops by the visitors’ check-in at the topsecret Tokyo prison, and provides a special service to the attending guard. Coaxing him to the hard prison floor and peeling…

She’s locked up for a few years, but these guys some have ideas that can get her time shortened, if she does everything right. They tie her arms up and…

Prisoner Audrey Bitoni figured that the only way for her to break out of prison was to make a move on the prison guard English. Guard English is used to…

Katja is the head guard at Brazzers county jail. She recently got two high profile gang members. She knew theses guys were into sluts and big butts, so she decided…

Jada Stevens and Anikka Albrite are a couple of big booty corrections officers who are always on the lookout for the convicts with the biggest cocks. One day, they strike…

Diamond Jackson loves being a prison warden because she gets to fuck fresh delinquent pussy whenever she wants. Alex Little is newly incarcerated and about to find out why all…

Rion’s new stepmom Nina has been picked up by the cops and once again she calls on Rion to bail her out. She begs Rion to both pony up the…

Kataljna Kittin has taken Scott Nails prisoner. In a sexy dominatrix outfit, this babe and her wet ass pussy tie Scott to a chair and has her way with him,…

To survive in the new world, you have to be rough and tough like Peta Jensen. Peta doesn’t take any prisoners, and she’s not afraid to do whatever it takes…

Japanese pornstar Kana Mimura is a hot slut in a fishnet catsuit. She sucks a big dick through the bars of a jail cell. She is so horny that she…

Ashley Blue is a known drooler. She loves jizz but she has a drinking problem where she ends up losing a lot of it as her mouth hangs open and…

When stylish Nikube strolls into the prison conference room, all the lawyers obediently drop their expensive suit trousers. After she strokes and licks each in turn, the chic brunette strips…

Lawyer Sins was trying to get his client out of prison time but Judge West wasn’t having that. Mr. Sins has a way with women and it’s all too clear…

After stepping into the wrong room, Eve is lucky enough to meet the janitor, a former criminal just released from a Turkish prison. Since Eve can’t stay away from bad…

Hailey Young is with her husband, Warden Marcus London, checking out the new state of the art expansion of the prison he runs. Hailey, horny slut that she is, is…

Over at ZZ Penitentiary, Prisoner 655321 Johnny Sins is up for parole later in the week. The warden, busty slut Arielle Ferrera, wants to know just what kind of man…

Zoey Holiday is a busty blonde slut in prison for life who has a special arrangement with the guards. She lets them look at her big tits, and they leave…

The verdict is in, and now Riley Reid’s off to the slammer for a crime she swears she didn’t commit. The guard on duty is all hands, but he’s nothing…

After getting strip-search by a horny guard who made her get naked and spread her cheeks before putting on the orange uniform, Natalia was at the mercy of her fellow…

Dr. Ferrera is making the rounds in a penitentary full of horny prisoners. Always a professional, she treats Xander to an oily footjob and then sits on his face so…

Facing a long bid in federal prison, Sophia Locke agrees to have her sentence shortened. The catch? She’s got to serve her time in a men’s penitentiary. These guys haven’t…

Dr. Alexander thinks she’s seen it all. As a medical professional working in the prison system, tough guys don’t care her. But will she be able to handle the massive…

Riley and Elsa are two horny troublemakers who have been thrown in jail for the night. Their pussies are so wet, but they can’t get any relief with their hands…

Lost in the Brazzers Universe and on the run from the determined Captain Aletta, Danny is seriously starting to piss off the evil Boss of Brazzers. Through sheer good fortune,…

Danny wakes up to find himself in the hospital under the watchful of eye of Dr. Julia Ann. Desperate for answers, Danny gets some information from a fellow prisoner of…

Tony has no idea why his stepmom asked for him to come and visit her in prison. He barely knows her, and his Dad refuses to tell him what she’s…

There’s no cock blocking at Brazzers State Penitentiary for Isis and her favorite inmate. She’s in control all day long, but when it comes to hot, illicit sex in the…

Cock starved convict Abigail Mac is locked up and lonely when she receives a love letter from Johnny Sins. Johnny professes his love for her and outlines a plan. If…

Cock starved convict Abigail Mac is on the lam and on the hunt for a big juicy cock. She comes across Johnny Sins and gets all worked up watching him…

Lily Lane is an inmate in Brazzers State Penitentiary. The prison has just started a new pilot program that aims to relax and de-stress the inmates through massage. The hope…

Madison Ivy is too glam for jail and having a hard time adjusting to life without her high-end beauty products. She demands to speak with her lawyer and prison guard…

Mandy Muse has been blessed with the greatest pleasure known to man, her ass. Once you have anal sex with her, you are hooked for life. Mandy has been using…

The stern new warden at the ZZ Prison has a special disdain for notorious inmate AJ Applegate, who he’s locked in solitary confinement with Markus Dupree as her personal guard….

Dr. Kira Noir is assigned with treating rowdy prison inmate Scott Nails. Scott can’t believe his eyes upon seeing such a sexy doctor – it’s his lucky day! Scott is…

Detective Scott Nails goes to prison to interview Gina Valentina, a sexy criminal with a known for fucking men, then leaving them handcuffed and humiliated. When Detective Nails comforts Gina…

Tony, a convict released from prison is ready to regain his power, wealth and appetite for women. He was the big shot in Spain, but in LA, he’s no one….

Sitting in his prison cell, Adam gets a surprise visit from district attorney Jackson who needs his confession. To deal with his indecision, she decides to up the ante with…