Prison 338


Newest Prison Videos


Scoreland - Emily Bright

Jun 5

Clips, HD, Big Tits

Jun 5

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Emily Bright - Emily Bright: Too Hot To Handle
Released: June 4, 2021

Czech porn star Emily Bright is horny, hot and in need of a hard man. Like a human tornado, she walks into the living room where Wayne Hard is reading a magazine. He should be reading SCORE magazine and jacking over Emily's pictorial. Emily wants to fuck right now and she will not let the man read, cajoling and teasing him with her sex kitten purring. Emily is wearing a tight skirt and top. She's an aggressive girl who likes to flaunt her big tits and slim body, and dressing like this does the trick...

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Shoplyfter - Kinsley Kane

May 12

Clips, 4K, Teen

May 12

Shoplyfter - Kinsley Kane

Kinsley Kane - Case No. 6615369 - I’ll Do Anything
Released: May 12, 2021

When Kinsley Kane and her boyfriend are caught using a stolen credit card, loss prevention subjects Kinsley to a thorough strip and cavity search. Her boyfriend begs Kinsley to strike a deal to keep them both out of prison...and watches as she fucks loss prevention.

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Law 4K - Ashley Ocean

May 7

Clips, HD, Euro

May 7

Law 4K - Ashley Ocean

Ashley Ocean - For saling counterfeit you will pay us with your cunt! - E06
Released: May 7, 2021

We are deception fighters and don’t like when someone tries to deceive others. This case is just about that. We got information that illegal counterfeit trafficking is taking place in our park. We took off immediately and were very surprised upon arrival. This impudent bitch tried to sell counterfeit to all passersby not hiding at all. Seeing us, she began to wrap up in a hurry but it was too late, I threw her right on the grass and my partner snapped the cuffs on the crooks' wrists. “You broke the law and you’ll go with us!” I told her. Being closed in a cage and realizing that a prison awaits her, the criminal began to actively bargain for her freedom — she offered to suck me off and lured me in exposing her juicy pussy. I’m not the one who can resist such an offer and after a couple of minutes she sucked my dick right through the bars, and then my partner enjoyed her sweet cunt.

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Dick Drainers - Jeni Angel

May 6

Clips, HD, Ebony, Fetish

May 6

Dick Drainers - Jeni Angel

Jeni Angel - I REALLY Like My New Little Sister....
Released: May 5, 2021

Jeni's dad recently got remarried...and Jeni is NOT happy about it. Jeni's had to move, go to a new school, make all new friends, and of course she's got another woman in the house all up in their space. And that's not even the worse part.

Jeni's stepmom was married before. And her last husband is in prison now. But before he got locked up years ago...he knocked his wife up. Yep. Jeni has a brand new older stepbrother. And no, it's not like in the TV shows where he's cool and helpful and fun. Nah. Jeni's new stepbrother is WEIRD.

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Mylf X Mandy Flores - Possession Spell Trilogy

Apr 8

Clips, HD, Big Tits, MILF

Apr 8

Mylf X Mandy Flores - Possession Spell Trilogy

Mandy Flores - Possession Spell Trilogy
Released: April 8, 2021

Part1: You are police detective Mandy, going to a suspect's house to ask him some questions about a recent murd3r. The suspect answers the door to come face to face with you. You say you'd like to talk to him about a recent murd3r. The suspect starts to panic and he starts to realize that you already know that he was the murd3erer. That's when he gets desperate and uses a possession spell that he found online to take over you. He initiates the spell when you go to arrest him and make contact with his skin. It causes you to convulse and spasm until you p@ss out. You wake up only to realize that he is in complete control of your body. He is now in complete shock that the spell actually worked. He takes his previous body , which you are in now and drags it off to tie it up. Then he uses his time to do some role-play and get "acquainted" with his new body before he has to go back to doing "her" job...

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My Daughter's Hot Friend - Charlotte Cross

Mar 20

Clips, 4K, Big Tits 1 mode_comment

Mar 20

My Daughter's Hot Friend - Charlotte Cross

Charlotte Cross - Charlotte Cross has last wishes prison sex with her friend's dad
Released: March 20, 2021

Charlotte Cross has some bad news for her best friend's dad who is serving time in prison. Unfortunately, they wont be visiting him and his wife is getting re-married. That doesn't come as a surprise for him and now Charlotte feels bad for him not having sex in at least 6 years. But Charlotte steps up and is willing to give her wet tight pussy to her friend's desperate dad.

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Life Selector - The Prisoner

Mar 9

Interactive Games

Mar 9

Life Selector - The Prisoner

Valentina Nappi, Alexis Crysta, Cassie Del Isla & Clea Gaultier - The Prisoner (Interactive game)
Released: March 9, 2021

Clea is a great swindler, but lately she got sloppy which lands her in jail. She doesn’t get desperate though, instead she considers the situation as an opportunity to get new experiences and improve herself. Of course, she doesn’t plan to stay for long and soon a great escape plan starts to form in her head. She puts her manipulating skills into good use. After she realizes the depravity of the Warden and her guards, she decides to turn that against them. Playing with the frustration of the other inmates, she won’t refuse any naughtiness to find the most pleasant way to escape...

Interactive Flash game for Windows and Android - see manual.

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Unreal Porn - Eveline Dellai

Mar 7

Clips, HD, Euro, POV

Mar 7

Unreal Porn - Eveline Dellai

Eveline Dellai - Native - E09
Released: March 7, 2021

Control base, today the Great Manitou himself spoke to me and sent me a gift, a beautiful young Indian woman. She first showed me that Native Americans give the best blowjobs in the world, and then I fucked her like a prisoner of war. Her tight pussy flowed with bliss as I fuck her with my hard arrow. The beauty turned out to be the real daughter of a Standing Cock shaman. She danced a ritual dance to summon golden rain and pissed on her father's sacred drum. That was a mess! Then the ANNA 9000 artificial intelligence turned off the simulator and I went back to service. Captain, Howgh!

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A Horny Housewife

Feb 25

Movies, HD

Feb 25

A Horny Housewife

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Cast: Malena

Did you ever had a 'Dj Vu' ? For me, it's a vicious circle... I'm living the same day over and over again... at the same time, every day, there's a different man ringing my doorbell.

I'm paying the paperboy in nature, I'm getting banged hard by an ex-con just out of prison, I'm seducing a religious fanatic who came to spread the Good News and I'm fucking intensely in the stairs with a lucky passerby.

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Infernal Restraints - Dia Zerva

Feb 24

Clips, HD, Bondage, Fetish

Feb 24

Infernal Restraints - Dia Zerva

Dia Zerva - Caught To Be Used - Part 1 + Part 2
Released: February 11, 2021

Dia is full of complaints about her new habitat. She is calling out for help but there is no one nearby but PD. Needless to say, he is not exactly the kind of help she had in mind. He has got her foot wired to her prison cell, which makes it an easy target for all kinds of torments. Even when she is concentrating intently on ignoring the pain dia just cannot manage. Each new implement brings a fresh chorus of screams...

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Fake Taxi - Lenna Ross

Dec 25

Clips, HD, Creampie, Euro, POV 1 mode_comment

Dec 25

Fake Taxi - Lenna Ross

Lenna Ross - After Prison Visit Sex for Brunette
Released: December 25, 2020

Lenna Ross got into my taxi seeming dismayed by life. I asked her what was wrong, and she told me she had just finished visiting her boyfriend/baby daddy in prison. As a single mother, she was struggling, and I figured she could use some extra cash. I told Lenna I would give her a discount if she showed me her big tits, and she was not shy to take them out. I offered her more money if she would do a striptease, and I got to see her playing with her pussy. I got into the backseat and the MILF devoured my cock, then I fucked her wet pussy in spoon position. She threw her ass back against me in doggystyle, and then while riding me, let me fill her up with a creampie.

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Kung Fu Beauty

Dec 13

Movies, HD

Dec 13

Kung Fu Beauty

Kung.Fu.Beauty.XXX.720p.WEBRiP.MP4-GUSH
Cast: Dylan Ryder, Isis Taylor, A.J. Bailey

AJ and her husband Scott have been on the run from a notorious underground gang for years. They finally think they can live a normal life...until the gang caches up to them and kills AJ's husband Scott.
Devastated, AJ returns to her roots as a trained ninja and goes after the killers. With ninja like moves, she is able to fuck...and fuck up every gangster she meets. See acclaimed director B. Skow brings his tease-and-please style to a sweeping story with AJ Bailey; in Kung Fu Beauty...she's taking all comers ...and taking no prisoners.

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Jail Cell Perils

Nov 20

Movies, HD, Big Tits

Nov 20

Jail Cell Perils

Jail.Cell.Perils.XXX.720p.WEBRip.MP4-VSEX
Cast: Olivia Jäger, Dolly Diore, Andrea Vixon, Diana Stewart, Valery Summer, Kitty

Behind bars, it all cums down to what you will take. Locked up and tossed aside, these women need to do whatever they can to get survive. Their captors relentlessly use their holes to pass the time, and punish them for their crimes. Dolly has a cute little blond cellmate that she can dominate for her sexual pleasure. But when Steve the guard shows up he gets all the sucking and fucking he desires from both inmates...

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Brazzers Exxtra - Kataljna Kittin

Nov 12

Clips, HD, Big Tits

Nov 12

Brazzers Exxtra - Kataljna Kittin

Kataljna Kittin - Squirting On My Prisoner
Released: November 12, 2020

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, teasing him and sucking his cock with expert skill, and he's totally losing his mind. Kataljna doesn't let the men she's captured cum that easily, and Scott has no choice but to hope she's feeling merciful.

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Thai Torture Chamber

Oct 29

Movies, HD, Asian, Bondage

Oct 29

Thai Torture Chamber

Thai.Torture.Chamber.XXX.720p.WEBRip.MP4-VSEX
Cast: Mintra, Weene, Thanya, Zara

Thailand is a pretty tough place and this Thai Torture Chamber proves it. Today we unearth some Thai sexual torture, taking place under ground in the dark tunnels beneath Bangkok. It's Mintra's House of Bondage - where hot Thai chicks with whips, chains, latex boots and garters have sex with a strange variety of gothic prisoners living under Mintra's rule!

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All Dressed Up

Oct 8

Movies, HD

Oct 8

All Dressed Up

All.Dressed.Up.XXX.720p.WEBRiP.MP4-GUSH
Cast: Monique Alexander, Eva Angelina, Sunny Lane, Roxy DeVille

The school girl. The cop. The prisoner. The nurse. The French maid. Everyone has a different fantasy and every one is uniform...and B Skow is no different. So he took his favorite girls, dressed them to the hilt, and then had them strip slowly and fuck hard. The result is the hottest costume party of all time. And you're invited. (Casual attire, of course.).

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