Prison 338


Newest Prison Videos


Porn World - Alisha Martinika

Dec 14

Clips, HD, Big Tits, Euro, MILF

Dec 14

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Alisha Martinika - Busty BDSM Cop Alisha Martinika Lets Stud Loose For Anal Destruction
Released: December 14, 2022

BDSM police officer Alisha Martinika only has one thing on her mind and when she manages to capture sexy criminal Tim she locks him in her dungeon to use as her own personal plaything. Alisha teases him by stripping and masturbating as he watches from behind bars and this filthy blonde toys herself with a glass dildo to make Tim seriously hard. She heads over to his jail cell and sucks his cock through the bars before he fucks her from behind. This busty blonde sets her prisoner free and Tim demolishes her pussy and ass with his thick shaft! Alisha kneels down and licks his balls before he showers her in a messy facial!

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Digital Playground - LaSirena69, April Olsen & Roxie Sinner

Nov 21

Clips, HD, Big Tits, Orgy, Threesome

Nov 21

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LaSirena69, April Olsen & Roxie Sinner - Wasteland Ultra - Episode 3
Released: November 21, 2022

After Officers Vennix and Laredo pull up to the firefight, it's anybody's guess how it will go down. Inside his warehouse, Duke (Scott Nails) tries to keep the Synthetics (Roxie Sinner, LaSirena69) safe... and they're starting to get overloaded and ready to blow. He'd better let the horny robots use his dick to burn off their excess energy. Meanwhile, out in the Wasteland, the bounty hunters bring prisoners Dexter (Van Wylde) and Officer Laredo (Isiah Maxwell) back to their outpost for warlord Ruin (April Olsen) to deal with... but the men are shocked to learn she's a Synthetic too! After sucking and riding Dexter's dick, the insatiable conqueror unties them both to get just what she wants: a hard spit-roast.

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Glory Hole Secrets - Nova Vixen

Nov 11

Clips, HD

Nov 11

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Nova Vixen - Nova Vixen's First Gloryhole Video
Released: November 11, 2022

Nova Vixen starts off with a bang during her face off with these anonymous cocks. She may look quiet and reserved with her clothes on, but let that bangin' body out of its cotton prison and there is a sex goddess underneath. Nova is ready to suck some cocks and double up her numbers today. She is about to pump her stats significantly today as the throng of anonymous strangers on the other side of the wall load her throat full of cum. She does not discriminate when it comes to putting dicks in her mouth; she loves them all. Nova also has no cock type preference. She just wants as many as possible in her mouth as soon as possible. That moment is going to come very soon for Nova, just like most of her faceless men will. She rates herself a "8.5" on the cock-sucking ten-scale, but you'll have to watch her video to see if she lives up to the hype, then comment below about what you think. Should Nova come back to suck more cocks again in the booth, now that she has had a taste of the gloryhole action? That's all up to the members to decide.

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Team Skeet Classics - Piper Perri

Oct 31

Clips, HD, Interracial, Teen

Oct 31

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Piper Perri - Reunited With His Big Black Cock
Released: October 31, 2022

This Team Skeet Classics update features Piper Perri and Asante Stone. Originally released Sept 25th, 2015, this Teens Love Black Cock scene was and still is a major hit! Tiny blonde Piper has been writing back and forth with her prison pen pal Asante. Piper tells him that she can’t wait for him to get out so that she can finally get fucked by his huge black cock!

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Analized - Jodi Taylor & Dana Vespoli

Oct 1

Clips, HD, Anal, Fetish 1 mode_comment

Oct 1

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Jodi Taylor & Dana Vespoli - Evil Stepmom Fucks Her Ass
Released: October 1, 2022

Punishments from people with a ‘step’ in front of their titles might sound bad but it’s actually really, really good, in cliché porn plots, at least. If you know what we’re talking about, you saw some good shit in some point of your life. But this scene might give you the same setting but fresh plots. Come around, lads. Dana Vespoli is gonna sodomize Jodi Taylor as a form of “disciplinary action” using fake dicks and some toys in a prison cell. Well, this starts as a normal step mom and step daughter serious talk...

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Dorcel Club - Alessandra Jane & Lola Bellucci

Sep 23

Clips, HD, Euro, Threesome

Sep 23

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Alessandra Jane & Lola Bellucci - Intimate Friendship
Released: September 19, 2022

When you're in prison, all you can think about is getting out. But now that Clea is back to her normal life, she feels abandoned and doesn't recognize anyone but Steve. But on his side, he didn't waste his time and took advantage of it with Clea's friends.

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Sex Mex - Pamela Rios

Sep 12

Clips, HD, Big Tits, Creampie, Latina

Sep 12

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Pamela Rios - My bussiness partner's hot wife
Released: September 12, 2022

My business partner was sentenced to prison for 20 years. Someone will have to take care of his hot wife, Pamela Ríos.

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Behind The Mask

Aug 28

Movies, HD

Aug 28

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AdamAndEve.Behind.The.Mask.XXX.1080p.WEBRip.MP4-VSEX
Cast: Avy Scott, Cherokee, Jana Cova, Jesse V, Kody Coxxx, Melody Max, Teanna Kai

What really goes on at the secret masked meetings of an elite society? One woman dares to find out! Baring body and soul but not her face, she gives in to total sexual submission. Is this a world a taboo prison of the mind or is it the bodies ultimate freedom? Judge for yourself as we take you Behind The Mask!

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Model Media US - Madi Collins

Aug 26

Clips, HD, POV

Aug 26

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Madi Collins - Real POV Adventures: Bad Cop, Hot Prisoner
Released: June 22, 2022

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Sex Mex - Connie Garcia

Aug 18

Clips, HD, Latina, MILF

Aug 18

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Connie Garcia - Lustful Thief
Released: August 18, 2022

An escaped prisoner breaks into spinster Connie Garcia's home and finds her flicking the bean. The petty thief seizes the opportunity to fuck a woman after a year behind bars.

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Penthouse Gold - Roxanne Hall

Aug 5

Clips, HD, Big Tits

Aug 5

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Roxanne Hall - Roxanne Hall's Hot Sex In A Jail Cell
Released: August 5, 2022

It's prisoner Scott Styles' lucky day as sexy sheriff Roxanne Hall pays him a super hot and heavy visit in his jail cell. The busty blonde just can't wait to get her clothes off and feel his hungry mouth on her big tits and huge dick deep inside her horny pussy. The naughty nympho just can't get enough of the stud's monstrous cock, first riding him in cowgirl, giving him a blowjob to get him even stiffer, and then getting pounded until he busts a cumload on the Penthouse star's shaved snatch.

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Missa X - Kylie Rocket

Jul 22

Clips, HD 1 mode_comment

Jul 22

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Kylie Rocket - Watching Porn with Kylie Rocket
Released: May 11, 2022

Jacob (Chris Epic) has an argument with his wife Helen (Ryan Keely) after she catches him watching porn on his laptop. "I love you, okay? It's totally normal to watch porn. I don't know a single guy who doesn't", he claims. "Am I not enough for you? Do I not do it for you anymore?", Helen asks.

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Glory Hole Secrets - Lizzie Love

Jul 22

Clips, HD

Jul 22

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Lizzie Love - Lizzie Love's First Gloryhole Video
Released: July 22, 2022

You know that sexy librarian in all those '80s & '90s music videos who would let down her hair and suddenly become the sexy video vixen? That's what we have this week with newcomer Lizzie Love in her FIRST GLORYHOLE EVER. She may look quiet and reserved with her clothes on, but let that bangin' body out of its cotton prison and there is a sex goddess underneath. Lizzie is ready to suck some cocks and double up her numbers today. Before her interview finished she tells us a secret and says she has only ever sucked 12 dicks. She is about to pump her stats significantly today as the throng of anonymous strangers on the other side of the wall load her throat full of cum...

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Pure Taboo - Scarlett Mae

May 3

Clips, HD

May 3

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Scarlett Mae - Nothing To Lose
Released: May 3, 2022

NOTHING TO LOSE

Beth (Scarlett Mae) is home alone when her doorbell rings. She's a little confused but then shocked when she opens the front door to find a nervous-looking man, Simon (Lucky Fate), standing there. Although Beth is about to close the door in his face, he pleads with her to let him in...

Once Beth begrudgingly lets him in and they sit down, it's revealed that Simon is Beth's ex, whom she hasn't seen in many years. Of course, she gets another shock to the system when Simon says that there is a warrant out for his arrest and that he is facing a long prison sentence. Although he's been on the run, he knows he's in the wrong and is ready to turn himself in. But before he does that, he wants to have one last night with her since they've always had a special bond...

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Digital Playground - Karma RX

Apr 18

Clips, HD, Big Tits, MILF

Apr 18

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Karma RX - Breaking Out
Released: April 18, 2022

Inmate Harley (Karma Rx), a hot and badass crime boss who’s been recently incarcerated, plans on making a quick escape from prison by seducing a prison guard (Oliver Flynn) and convincing him to help her break out. However, they’ll have to settle a couple of scores with the head prison guard and her rival cellmate before they can make their getaway.

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Wicked - Kenzie Taylor

Jan 14

Clips, HD, Big Tits, MILF

Jan 14

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Kenzie Taylor - Deranged - Scene 2
Released: January 14, 2022

Dr. Charlie Hayes (Kenzie Taylor) has an agenda and though the prison's warden, Marc (Derrick Pierce), can see right through it, he can't resist her feminine wiles. She wants the Curwin case, and she'll do whatever it takes to get it.

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