Prison

BigTitsInUniform – Zoey Holiday – Big Tits In The Bighouse
 36:21

BigTitsInUniform – Zoey Holiday – Big Tits In The Bighouse

BlacksOnBlondes – Adira Allure – Third Appearance
 36:14

BlacksOnBlondes – Adira Allure – Third Appearance

BrazzersExxtra – Audrey Madison – Break Out, Get In
 32:44

BrazzersExxtra – Audrey Madison – Break Out, Get In

BrazzersExxtra – Best Of ZZ: Dani Daniels
 01:21:46

BrazzersExxtra – Best Of ZZ: Dani Daniels

BrazzersExxtra – Cherie Deville – Twelve Horny Men
 35:01

BrazzersExxtra – Cherie Deville – Twelve Horny Men

BrazzersExxtra – Jasmine Jae – The Horniest Man On Earth
 37:45

BrazzersExxtra – Jasmine Jae – The Horniest Man On Earth

BrazzersExxtra – Locked Up! The Best Of Sex Behind Bars
 01:07:09

BrazzersExxtra – Locked Up! The Best Of Sex Behind Bars

BrazzersExxtra – Ryan Reid – Ex Con Gets His Meat Beat
 33:34

BrazzersExxtra – Ryan Reid – Ex Con Gets His Meat Beat

BrazzersExxtra – Shay London – Prison Pussy
 36:39

BrazzersExxtra – Shay London – Prison Pussy

BrazzersExxtra – Victoria Cakes And Clara Trinity – Fucking The Hitchhiker And The Jailbird Part 2
 31:03

BrazzersExxtra – Victoria Cakes And Clara Trinity – Fucking The Hitchhiker And The Jailbird Part 2

ConorCoxxxClips – Lacey London – Starfire – Erotic Revenge
 01:34:23

ConorCoxxxClips – Lacey London – Starfire – Erotic Revenge

CumPerfection – Amber Green – Facial For Freedom
 18:48

CumPerfection – Amber Green – Facial For Freedom

CumPerfection – Zeena Valvona – Get Out Of Jail Free
 10:21

CumPerfection – Zeena Valvona – Get Out Of Jail Free

DDFBusty – Skylar Vox – Busty Blonde Slut Skylar Vox Tagged Teamed by 2 Escaped Prisoners

DDFBusty – Skylar Vox – Busty Blonde Slut Skylar Vox Tagged Teamed by 2 Escaped Prisoners

Deeper – Anna Claire Clouds – Spread Your Legs
 36:19

Deeper – Anna Claire Clouds – Spread Your Legs

Deeper – Lulu Chu – Hanging On The Telephone
 35:46

Deeper – Lulu Chu – Hanging On The Telephone

DeviantHardcore – Abella Danger And Dahlia Sky – Kinky submissive slut Abella Danger gets dominated by sexy blonde Dahlia Sky, then switches!
 36:30

DeviantHardcore – Abella Danger And Dahlia Sky – Kinky submissive slut Abella Danger gets dominated by sexy blonde Dahlia Sky, then switches!

DeviantHardcore – Gina Valentina – Submissive latina Gina Valentina gets assfucked in a cage
 24:03

DeviantHardcore – Gina Valentina – Submissive latina Gina Valentina gets assfucked in a cage

DevilsFilm – Claudia Valentine And Alana Summers – My Wife Caught Me Assfucking Her Mother 11
 26:39

DevilsFilm – Claudia Valentine And Alana Summers – My Wife Caught Me Assfucking Her Mother 11

DevilsFilm – Missy Martinez And Avi Love – Pros VS Cons
 30:42

DevilsFilm – Missy Martinez And Avi Love – Pros VS Cons

DigitalPlayground – Danielle May, Eva Lovia And Sammy Jayne – Monarch S04
 26:31

DigitalPlayground – Danielle May, Eva Lovia And Sammy Jayne – Monarch S04

DigitalPlayground – Eva Karera – Stryker Episode 1 – For Your Ass Only
 34:53

DigitalPlayground – Eva Karera – Stryker Episode 1 – For Your Ass Only

DigitalPlayground – Jasmine Jae, Mia Malkova and Tina Kay – League of Frankenstein Episode 7 – Return to Wonderland
 37:54

DigitalPlayground – Jasmine Jae, Mia Malkova and Tina Kay – League of Frankenstein Episode 7 – Return to Wonderland

DigitalPlayground – Kira Noir – Machine Gunner E02
 44:54

DigitalPlayground – Kira Noir – Machine Gunner E02

DigitalPlayground – Lou Lou And Roxi Keogh – Blown Away S01
 28:54

DigitalPlayground – Lou Lou And Roxi Keogh – Blown Away S01

DigitalPlayground – Mila Milan – Blown Away S03
 22:32

DigitalPlayground – Mila Milan – Blown Away S03

DigitalPlayground – Misha Cross And Jessa Rhodes – Rawhide S02
 29:37

DigitalPlayground – Misha Cross And Jessa Rhodes – Rawhide S02

Dorcel – Standing Still (2022)
 02:23:22

Dorcel – Standing Still (2022)

DPFanatics – Angie Koks – The Best Of The Corps
 30:08

DPFanatics – Angie Koks – The Best Of The Corps

EuroSexParties – Kayla Green, Dominica Phoenix And Christina Shine – Jailbreak
 43:25

EuroSexParties – Kayla Green, Dominica Phoenix And Christina Shine – Jailbreak

FakeTaxi – Thayana Babyy – Huge Tits do the Talking
 29:39

FakeTaxi – Thayana Babyy – Huge Tits do the Talking

FootsieBabes – Madison Parker – Jail Fuck
 38:38

FootsieBabes – Madison Parker – Jail Fuck

FreezeXXX – Merida Sat – Interview With A Thief
 35:56

FreezeXXX – Merida Sat – Interview With A Thief

FutanariXXX – Black Angel and Sata Jones – Cellmate
 32:40

FutanariXXX – Black Angel and Sata Jones – Cellmate

GirlsWay – Mia Malkova And Samantha Rone – Telepathy: A MANTIS Origin Story Part One
 48:16

GirlsWay – Mia Malkova And Samantha Rone – Telepathy: A MANTIS Origin Story Part One

HarmonyVision – Liza Del Sierra – Strung Out And Suspended – Fetish Prison Threeway
 35:58

HarmonyVision – Liza Del Sierra – Strung Out And Suspended – Fetish Prison Threeway

HorrorPorn – The Beast From The Woods
 17:45

HorrorPorn – The Beast From The Woods

HorrorPorn – The Butcher
 13:10

HorrorPorn – The Butcher

HorrorPorn – Vinna Reed – Demonic Beauty
 16:31

HorrorPorn – Vinna Reed – Demonic Beauty

HotAndMean – Lela Star And Molly Stewart – Wanted Fucked Or Alive: Part 1
 31:09

HotAndMean – Lela Star And Molly Stewart – Wanted Fucked Or Alive: Part 1

HotAndMean – Victoria Cakes And Clara Trinity – Fucking The Hitchhiker And The Jailbird Part 1
 26:43

HotAndMean – Victoria Cakes And Clara Trinity – Fucking The Hitchhiker And The Jailbird Part 1

HotBabesPlus – Black Angelika – Sexy Policewoman Enjoys Sex With An Inmate
 19:43

HotBabesPlus – Black Angelika – Sexy Policewoman Enjoys Sex With An Inmate

HouseOfTaboo – Lucia Love – Cosmos of Punishment
 24:10

HouseOfTaboo – Lucia Love – Cosmos of Punishment

Hunt4K – Kristy Waterfall – Dirty Story About Clean Dishes
 39:17

Hunt4K – Kristy Waterfall – Dirty Story About Clean Dishes

JacquieEtMichelElite – Milana Bianca – Milana The Lawyer Goes To See The Prisoners
 16:35

JacquieEtMichelElite – Milana Bianca – Milana The Lawyer Goes To See The Prisoners

JamesDeen – Vannah Sterling – Vanna Sterling Sucks Two Dicks Before Getting Fucked
 32:10

JamesDeen – Vannah Sterling – Vanna Sterling Sucks Two Dicks Before Getting Fucked

JaxSlayher – Avery Black – Fresh Out

JaxSlayher – Avery Black – Fresh Out

JulesJordan – August Ames – August Ames Has Perfect Aim And Gets A Massive Cock Prize
 29:30

JulesJordan – August Ames – August Ames Has Perfect Aim And Gets A Massive Cock Prize

Lady In The Iron Mask (1998)
 01:34:08

Lady In The Iron Mask (1998)

LeeCarlProductions – Alicia C Moon – Fallen angel – The Darkest Place
 01:33:50

LeeCarlProductions – Alicia C Moon – Fallen angel – The Darkest Place

Mature4K – Laura Red – Women’s Prison Showers
 27:56

Mature4K – Laura Red – Women’s Prison Showers

ModelMediaUS – Madi Collins – Real POV Adventures: Bad Cop, Hot Prisoner
 25:38

ModelMediaUS – Madi Collins – Real POV Adventures: Bad Cop, Hot Prisoner

MommysLittleMan – Jayne Doh – Dirty Jayne: Tall, Tough, & Hungry for Meat
 29:05

MommysLittleMan – Jayne Doh – Dirty Jayne: Tall, Tough, & Hungry for Meat

MyDaughtersHotFriend – Charlotte Cross 26475
 34:19

MyDaughtersHotFriend – Charlotte Cross 26475

MylfLabs – Lauren Phillips – Concept: Behind Bars
 30:34

MylfLabs – Lauren Phillips – Concept: Behind Bars

PenthouseGold – Roxanne Hall – Roxanne Hall’s Hot Sex In A Jail Cell
 11:32

PenthouseGold – Roxanne Hall – Roxanne Hall’s Hot Sex In A Jail Cell

PixAndVideo – Aletta Ocean and Barbie White – Obeying The Law
 20:47

PixAndVideo – Aletta Ocean and Barbie White – Obeying The Law

PixAndVideo – Eloa Lombard – Convict Leslie
 31:09

PixAndVideo – Eloa Lombard – Convict Leslie

PlantsVsCunts – Emiri Momota – Plants vs Cunts Vol. 12
 12:23

PlantsVsCunts – Emiri Momota – Plants vs Cunts Vol. 12

PornWorld – Alisha Martinika – Busty BDSM Cop Lets Stud Loose For Anal Destruction
 01:03:50

PornWorld – Alisha Martinika – Busty BDSM Cop Lets Stud Loose For Anal Destruction

PornWorld – Dolly Diore And Olivia Jager – Jailhouse Tramps Hardcore Fucked by Guard
 37:32

PornWorld – Dolly Diore And Olivia Jager – Jailhouse Tramps Hardcore Fucked by Guard

Private – Pirate Fetish Machine 14 – Theatre of Lust (2004)
 01:12:18

Private – Pirate Fetish Machine 14 – Theatre of Lust (2004)

Private Gold 05 Cape Town
 02:22:21

Private Gold 05 Cape Town

PureTaboo – Adriana Chechik And Kristen Scott – Future Darkly: Eyes In The Sky
 43:39

PureTaboo – Adriana Chechik And Kristen Scott – Future Darkly: Eyes In The Sky