Prison Chicks
Favorite52 Matches Found
Big Tit Prison #2 (2004)
- Studio: FilmCo
- Starring: Angelica Sin, Kami Andrews, Misty Knight
- Movie Synopsis: If having huge knockers is a crime then these ladies are felons! Big titted, sex-deprived beauties behind bars giving and taking it any way they can get it. These gals do hard time in this all big tit... Read more
- Studio: Sin City
- Starring: Heather Lee , Jill Kelly, Kaitlyn Ashley, Kimberly Kyle, Lennox, Nikki Randall, Brick Majors, Kyle Stone, Nick East, Sean Rider
- Movie Synopsis: Grab your ankles and assume the position! Meet the dirty angels of Genital Hospital whose mission it is to heal the twisted, wretched, and perverse degenerates in Ward X! Through extensive oral and an... Read more
Busted (2004)
- Studio: Starr Productions
- Starring: Candy Cox, Elizabeth Starr, Minka, Misty Knight, Plenty Uptop, Summer Cummings, Tara Moon, Ron Jeremy
- Tag Line: Getting Busted Was Never This Much Fun
- Studio: FilmCo
- Starring: Daphne, Daphne Rosen, Egypt, Misty Mendez, Rebecca Bardoux, Rebecca Love, Johnny Thrust, Trent Tesoro
- Movie Synopsis: These horny, big boobed inmates are subject to long, probing cavity searches with throbbing hard "nightsticks", and when they think no one is watching, they get it on with each other! Read more
30 Days in the Hole (2004)
- Studio: Coast To Coast
- Starring: Katie Morgan, Lauren Phoenix, Layla Jade, Roxanne Hall, Sharon Kane, Sindee Coxx, Joel Lawrence, Lee Stone, Randy Spears, Tony Tedeschi
- Movie Synopsis: Bumbling Hank and Ned go in search of the legendary Gory Hole, only to find themselves trapped in a world of trouble in the peep show booths at Gloria's Sex Shop. This lands the boys in jail for a thi... Read more
Planet Of The Babes (2001)
- Studio: Heatwave
- Starring: Asia Carrera, Bridgette Kerkove, Flick Shagwell, Gwen Summers, Lola Vargas, Melissa West, Dave Hardman, Mickey G., Nick East, Steven St. Croix
- Movie Synopsis: Three astronauts from the 21st Century crash land on earth 2000 years into future to discover a civilization ruled by apes. Asia Carrera leads a cast of beauties on the planet of the babes. Once you w... Read more
Hell Hole (1999)
- Studio: Horizon
- Starring: Barrett Moore, Bronze, Envy, Sinnamon Love
- Tag Line: Meet A Convict With A Deliciously Devilish Side.
Jailhouse Jinx (1995)
- Studio: VCA
- Starring: Meridian , Skye Blue, Summer Cummings, Peter North
- Tag Line: See what really goes on behind bars.
- Studio: Heatwave
- Starring: Jasmine Aloha, Marilyn Martin, Tara Moon, Veronica Brazil, Dan Steele, Michael J. Cox, Rick Masters
- Movie Synopsis: These stewardesses have been naughty and have violated the pilot's orders. So he sends them to jail, but this jail is not like any jail you know. It's a jail where conjugal visits are not only recomme... Read more
Strip & Search (2010)
- Studio: Bluebird Films
- Starring: Anaya Leon, Caprice Jane, Cindy Behr, India Babe, Jamie Brooks, Karlie Simon, Kate Hunter, Krystal Webb, Natasha Marley, Paige Ashley
- Movie Synopsis: There's just something about an interrogation that makes a girl hot and horny ? especially if the inspector is another curvy gorgeous girl in uniform. Watch these policewomen, prison guards, store own... Read more
Everybody Loves Nikki Benz (2011) Compilation
- Studio: Penthouse
- Starring: Alexis Amore, Andy San Dimas, Kayla Paige, Nikki Benz, Phoenix Marie, Roxanne Hall, Sophia Santi, Ramon Nomar, Seth Gamble, Xander Corvus
- Tag Line: More than 3 hours of XXX hardcore fucking with Penthouse Pet of the Year Nikki Benz
- Studio: Reality Blue Media
- Starring: Aleksa Nicole, Haley Cummings, Kita Zen, Melanie Rios, Nicole Aniston, Anthony Rosano, Marco Banderas, Mark Wood, Sascha Koch, Toni Ribas
- Movie Synopsis: In the simplest terms, voyeurism is the fantasy of anonymously observing people engaged in intimate sexual activity. In the all-new Voyeur Nation Caught On Camera, this wildly popular fantasy is taken... Read more
Natasha Marley's Angel Face (2011)
- Studio: Bluebird Films
- Starring: Anaya Leon, Anna Lovato, India Babe, Linsey Dawn McKenzie, Michelle Thorne, Natasha Marley, Stacey Saran, Valery Summer, Paul Chaplin
- Movie Synopsis: Natasha Marley busts out of jail and onto the screen as a high rolling, ball licking, cock sucking criminal mastermind with a devil's cunning and an angel's face. Watch her fuck her way to the top of ... Read more
Lizzy Borden Goes To Jail (2009)
- Studio: Exquisite
- Starring: Gina Lynn, Lizzy Borden
- Movie Synopsis: Help support Lizzy Borden's legal effort!
Nikita XXX (2012)
- Studio: Bluebird Films
- Starring: Andy San Dimas, Bobbi Starr, Dani Jensen, Danica Dillon, Diana Doll, Gemma Massey, Gracie Glam, Katie Kox, Billy Glide, Tommy Gunn
- Movie Synopsis: You've never seen a spy like Nikita! This sexy femme fatale is using everything in her arsenal to get what she wants! When this sexy spy sets her sights on you, she doesn't let up until she's satisfie... Read more
- Studio: The Real Lisa Ann Productions
- Starring: Lea Lexis, Lisa Ann, Skin Diamond, Veruca James, Lexington Steele
- Tag Line: Jailed N' Nailed!
- Studio: Rodney Moore Clips
- Starring: Alison Tyler, Christian XXX
- Movie Synopsis: "Lock-down Lay" - Officer Alison Tyler comes busting into the jail because inmate Christian is misbehaving. He's upset that she entrapped him for picking up a hooker. She's had enough of his... Read more
- Studio: Hot Hot Films
- Movie Synopsis: Prison can't keep latina shemale Andressa Buen from getting herself off. She strips down her sexy inmate uniform and gets her cock off without caring who's watching.
Jessica Loves Lesbians (2018)
- Studio: Aura Productions
- Starring: Annie Cruz, Asa Akira , Jessica Bangkok, Lana Violet, London Keyes
- Movie Synopsis: Jessica Bangkok loves the ladies! An uninhibited display of passionate desire for pussy!
Samantha Loves Cock (2018)
- Studio: Aura Productions
- Starring: Samantha Saint, Alex Gonz, Justice Young, Mark Wood, Ramon Nomar
- Tag Line: She Can't Get Enough!
- Studio: Kink Clips
- Starring: Ariel X, Bella Rossi, Ruckus XXX
- Movie Synopsis: 2 hot sex workers seduce a filthy pig cop to get out of jail & punish, peg, cuckold & piss all him!
Inmate of Pain (2002)
- Studio: Vid-Tech Films
- Starring: Amber, Rubee Tuesday
- Movie Synopsis: ?how do females fare behind prison walls? We decided to take our cameras behind the walls and take a look inside at the anguish and torment these inmates must suffer at the hands of their guards. We w... Read more
- Studio: Edge Interactive
- Starring: Jasmine Byrne, Taylor Rain, Anthony Hardwood
- Movie Synopsis: Prisoner Jasmine Byrne won't be able to resist deputy Anthony Hardwood when he visits her jail cell. Does he jam his cock into her mouth? He does. Does he strip her naked and fuck her? He does. Does h... Read more
Prison Sluts (2017)
- Studio: Brazzers
- Starring: Anikka Albrite, Elsa Jean, Jada Stevens, Nina Elle, Riley Reid, Sophia Locke, Summer Brielle, Mick Blue, Mr. Pete, Xander Corvus
- Tag Line: Hot And Steamy Prison Sex
Gianna Michaels AKA Filthy Whore Compilation
- Studio: Legend
Blown Away (2017)
- Studio: Digital Playground
- Starring: Jasmine Jae, Jasmine Webb, Lou Lou, Mila Milan, Misha Cross, Danny D, Freddie Flavas, Luke Hardy, Pascal White, Peter Oh Tool
- Movie Synopsis: Thieving ain't easy. Jasmine learns that the hard way when Luke, her lover and partner in crime, betrays her to the cops to land her behind bars. With the help of three badass inmates, Jasmine busts o... Read more
- Studio: Fetish Network
- Starring: Michelle Martinez, Bruno Dickems
Jesse Flores and Carmen Cruz (2017)
- Studio: Bang My Trans Ass
- Starring: Carmen Cruz, Jesse Flores
- Movie Synopsis: Carmen Cruz gets thrown in a cell with Jesse and soon, Jesse makes her her bitch. It seems that Carmen has been Hooking on Jesse's corner and she's going to teach her a lesson. The first lesson is to ... Read more
Intimate Jailbirds (2020)
- Studio: Ultra Deca
- Starring: Ashley Emma, Chacha, Cindy Behr, Dolly Delight, Jamie Brooks, Jasmine Black, Jordan Kingsley, Valery Summer
Stockholm Syndrome Fantasy (2013)
- Studio: Kink Clips
- Starring: Asphyxia Noir, Xander Corvus
- Movie Synopsis: The lovely Asphyxia Noir finally gets released from prison only to want one last sexual punishment from the sadistic prison guard Xander Corvus!
Celeste: My Favorite Scenes Compilation
- Studio: Vivid
- Starring: Asia Carrera, Celeste, Dyanna Lauren, Jenna Jameson, Melissa Monet, Nikki Tyler, Eric Price, Mark Davis, Rocco Siffredi, Steven St. Croix
- Movie Synopsis: Hotter! Wilder! Hornier! It's Celeste in all her best and all her CELESTEal glory. Watch for a superhot scene with Celeste and adult megastar Jenna Jameson. With these two kinky hotties sucking and f... Read more
Noches Calientes en Prision (2020)
- Studio: DORCEL (Spanish)
- Starring: Alexis Crystal, Anna Polina, Blanche Bradburry, Samantha Jolie, George Uhl, Kristof Cale, Neeo, Renato, Steve Q, Thomas Crown
- Movie Synopsis: En esta carcel tan especial existe una regla muy simple: para tener el derecho de orgasmo, has de obedecer. Cuando esta inocente joven entra en prision, desconoce que acaba de penetrar en el paraiso d... Read more
Desperate for a Snack (2020)
- Studio: Mack Kensington Studios
- Starring: Missy Martinez,
- Movie Synopsis: A starving night in jail makes big titty Missy Martinez one desperate hooker. Refusing the state mandatory black dildo inspection, Missy promises to do "anything" to make the head guard a ha... Read more
- Studio: Hot Hot Films
- Starring: Carol Fenix, Sol Soares
- Movie Synopsis: Carol Fenix is new to the block and she needs to learn the ropes from her athletic MILF roommate Sol Soares. This horny lesbian babe knows how to let the new girl know how to lick and finger pussy so ... Read more
- Studio: Hot Hot Films
- Starring: Ela Baez, Karina Ferrari
- Movie Synopsis: Ela Baez is so bored in jail and she's just looking for some fun. When her horny prison guard Francine Ferrari sees her looking for some attention, this big tit MILF beauty wants to jump in there and ... Read more
- Studio: Hot Hot Films
- Starring: Ines Ventura, Yasmin Fontes
- Movie Synopsis: Ines Ventura likes to wear a slutty lingerie bodysuit under her prison uniform because you never know when she'll run into a horny prisoner just looking to gain some favor by licking some pussy. Today... Read more
- Studio: Kink Clips
- Starring: Ariel X, Audrey Hollander, Katie Summers, Katja Kassin
- Movie Synopsis: In this foot fetishists dream come true film we pay homage to one of my favorite genres of early pornographic films, women in prison exploitation films! Desperate sexy imprisoned women are subjected t... Read more
Filthy Moms 5 (2020)
- Studio: Brazzers
- Starring: Alyssa Lynn, Brandi Love, Bridgette B, Eva Notty, Julia Ann, Makayla Cox, Raven Hart, Justin Hunt, Kyle Mason , Lucas Frost
- Movie Synopsis: She's Always Naked: Alyssa just moved in with her new husband and his son, but she's already making herself feel right at home. This sexy MILF loves cleaning naked, and her husband loves it too. Her s... Read more
Perverse Games (DDF Network) (2020)
- Studio: DDF Network
- Starring: Cassie Del Isla, Cathy Heaven, Dolly Diore, Florane Russell, Ria Sunn, David Perry, Dorian Del Isla, Erik Everhard, Ian Scott, Steve Q
- Movie Synopsis: Perverse Games: We offer for your entertainment an expert's guide to the sensual pleasure of perverse games. 5 provocative taboo scenes of kinky games for you!
- Studio: Rodney Moore Clips
- Starring: Anita Blue, Barry
- Movie Synopsis: "Attorney Client Privileges"- Public Defender Anita, is a sexy MILF who catches her client masturbating in his jail cell. He's been lonely all locked up in jail and seeing a hot MILF only he... Read more
- Studio: Devil's Film
- Starring: Briana Banks, Lily Cade, Lily Lane, Missy Martinez, Romi Rain, Violet Monroe
- Tag Line: There's A Fine Line Between Good & Evil. She's About To Experience Both!
- Studio: Hot Hot Films
- Starring: Aninha, Aninha Galzerano , Poalla
- Movie Synopsis: Aninha Galzerano is back in jail again and one thing she's gotten used to is being strip searched. It turns out this time though her guard Poalla Castro is one horny lesbian and she'll take it easy on... Read more
Sex Jail - Wife Gangbang (2023)
- Studio: ModelTV
- Starring: Yao Wan Er, Zhiu Ning, Tiger , Xeng Qiang, Xiao Chen, Xiao Mai
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