Here are the Movies showcasing "Prison/Jail" scenes. Currently are 12 Movies Available.
Escape From Womens Prison
Thrown into a maximum security prison a young girl must do whatever it takes to survive long enough to... Escape From Womens Prison!!! This story is about an inmate name Maggie who was raped by her uncle and then later killed him and had to serve a sentence at a maximum security prison. One could only imagine all the sexual tension and acts that take place in prison, like bull dyke sergeants that get pleasure out of cavities search. And sadistic guards getting blowjobs and taken the pussy from inmates when they feel like it. One guard takes an inmate to the laundry room where they get down and dirty. Another guard even went as far as black mailing some inmates for sexual favors after witnessing a sexual act with cellmates that would have definitely had them set to the hole. The warden teaches one of the veteran inmates a valuable lesson about corrupting his prison. There is so much suspense and hardcore fucking in this movie that the ending will blow your mind...
Doing Hard Time
Set in a womens prison, two prisoners are brought before a disciplinary committee headed by a magistrate. The senior prison officer informs the committee that both girls were caught in possession of drugs. When one of the officers attempted to search the girls, they attacked her. Mrs. Hamilton the magistrate is outraged, and sentences both girls to corporal punishment. One girl is sentenced to thirty strokes with the strap, and thirty with the cane. The other girl who was the ringleader, is sentenced to fifty strokes with the strap, and fifty strokes with the cane. The chief officer suggest to the committee that the girls might still be in possession of some drugs, and Mrs. Hamilton orders the guards to search them. Each girl in turn is ordered to bend over whilst the guards put on their rubber gloves. The prisoners skirts are lifted and their knickers are pulled down.
Down The Block Part One
Inmates who break the rules are treated to 3 days in solitary confinement. All these inmates have to look forward to is a daily visit from either a guard or Matron. Day one sees an inmate suffer a hard spanking on their bare bottom. Day two treats them to a health check by Matron and a hard strapping, again on their bare bottom. Day three is a taste of the cane to ensure the rules are never broken again!!!
Scenes From A Cell
Being in jail sucks the foods bad the wardrobe a drag and the guards obnoxious. But most of all jail sucks because of the boredom Theres nothing to do nothing to play with...except yourself and youre girlfriends when the girls begin sharing stories, it quickly becomes a challenge to come up with a story featuring the hardest nipples, the biggest cocks the most orgasms, and the wildest sexual exploit. And when challenged a girl has no choice but to turn her words into actions See what happens when Lanny and her cellmates redefine hard time in the slammer!
Hard Time
This is the third in Hannahs video series and this time shes in trouble!! The first scene is Hannah in jail being used by a gang of naked inmates who take turns fucking all her holes and dumping their loads in and on her! She is face fucked several times, then ass fucked by some of the bigger inmates and then she is forced against the wall on a bed in the cell and ass fucked till she blows her juice all over everyone! In the next scene, Hannahs at the pool where she is used by a couple of the guys who offer up their cocks and tongues and naturally fuck her ass as well!! Youll see her take cum down her throat, cock in her ass, swallow cum from filled condoms, squirt in to guys mouths and she even sucks some ass and they also suck out hers! If youre a fan of Hannah then you know that this is yet another wild and cum filled video that pushes the limit! She loves anal, loves to squirt and loves to eat hot fresh cum from anyone who shoots her way! This is a good one guys so dont miss out! Lots of excellent close-ups and plenty of Hot XXX sex!!
Boys Behind Bars
What are horny inmates supposed to do to release all that sexual buildup? Fuck each other of course! We offer up a tale of boys in jail, fucking in the communal showers, getting abused by the correctional officers, and even the Warden! They have girls on the outside, but in here, its fuck or be fucked!
Boys Behind Bars 3 - Naked Justice
The prison doctor will give you whatever you want if you let him suck your dick. The shady perverted prison doctor is going to get fired if he keeps fooling around with the prisoners. Muscular Latino boys show you the inside of the prison where the men are hot and the action is hotter. This is the sexiest prison around!
Men In Pain #22: Featuring Lexi Bardot & Knox
Mistress Lexi Bardot gently warms up Her slave before letting lose verbally humiliating him, ramming his ass, hosing his body clean and making him weep sad little slave tears while She pleasures Herself over top his pathetic body. If you are a fan of cock and ball torture, restraints or BDSM in general, this a must see video.
Men In Pain #18 Featuring: Dylan & Judas
Dylan makes Her pathetic boy toy pay when he gets the prison treatment by his cellmates on the same day as her conjugal visit. She beats, ass fucks and ball slaps him into a squirming, whimpering puddle of prison meat. And he loves every single second of it!! Enjoy sex fiends!
Cell Block Sex
Wanna watch how much cock these black guys get behind bars? You wont believe how much meat there is. This brings a new meaning to dont drop the soap.... Instead they are screaming Drop that soap bitch, as soon s they bend over there is a huge chocolate surprise slapping them in the ass.
Here are more Entries from the Prison/Jail Subcatory: