Prison

SexAndSubmission – Gabriella Paltrova – Gabriella Paltrova’s Anal Invasion
 41:09

SexAndSubmission – Gabriella Paltrova – Gabriella Paltrova’s Anal Invasion

TeamSkeetLabs – Natalie Knight And Ameena Green – Interrogation Sex
 47:14

TeamSkeetLabs – Natalie Knight And Ameena Green – Interrogation Sex

SweetheartVideo – Rocky Emerson And Bella Rolland – Reform School Girls Volume 4 S01: Don’t Get Caught
 33:44

SweetheartVideo – Rocky Emerson And Bella Rolland – Reform School Girls Volume 4 S01: Don’t Get Caught

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

DigitalPlayground – Misha Cross And Jessa Rhodes – Rawhide S02

SexAndSubmission – Lily Labeau – Anal Payback
 58:21

SexAndSubmission – Lily Labeau – Anal Payback

Law4K E07 Jennifer Mendez – Do not engage in vandalism, or we will fuck you…
 43:22

Law4K E07 Jennifer Mendez – Do not engage in vandalism, or we will fuck you…

DigitalPlayground – Karma Rx – Breaking Out
 35:47

DigitalPlayground – Karma Rx – Breaking Out

AdultTime – Kenna James – Casey: A True Story Part 3
 50:13

AdultTime – Kenna James – Casey: A True Story Part 3

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

Deeper – Anna Claire Clouds – Spread Your Legs

BrazzersExxtra – Lela Star – Wanted Fucked Or Alive: Part 2
 31:21

BrazzersExxtra – Lela Star – Wanted Fucked Or Alive: Part 2

MommyGotBoobs – Julia Ann – My Conjugal Stepmother
 36:34

MommyGotBoobs – Julia Ann – My Conjugal Stepmother

BigTitsInUniform – Katja Kassin – The Whore Prisoner
 28:29

BigTitsInUniform – Katja Kassin – The Whore Prisoner

BigButtsLikeItBig – AJ Applegate – Escape From Asscatraz
 35:47

BigButtsLikeItBig – AJ Applegate – Escape From Asscatraz

MissaX – Penny Pax – Penelope Episode 2
 32:21

MissaX – Penny Pax – Penelope Episode 2

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

BrazzersExxtra – Ryan Reid – Ex Con Gets His Meat Beat

DevilsFilm – The Destruction Of Romi Rain (2016)
 01:35:49

DevilsFilm – The Destruction Of Romi Rain (2016)

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

TeenFidelity – Amber Moore – Coming Home
 41:34

TeenFidelity – Amber Moore – Coming Home

PixAndVideo – Foxy Di – The Spy’s Demise
 24:00

PixAndVideo – Foxy Di – The Spy’s Demise

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

BangbrosClips – Kailani Kai – Kailani Kai Fucks Inmate
 35:33

BangbrosClips – Kailani Kai – Kailani Kai Fucks Inmate

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

DigitalPlayground – Lou Lou And Roxi Keogh – Blown Away S01

SexMex – Sara Blonde – Sex In Prison
 27:50

SexMex – Sara Blonde – Sex In Prison

Analized – Jodi Taylor And Dana Vespoli – Evil Stepmom Fucks Her Ass
 40:08

Analized – Jodi Taylor And Dana Vespoli – Evil Stepmom Fucks Her Ass

MissaX – Jill Kassidy – Laura Part 3
 22:54

MissaX – Jill Kassidy – Laura Part 3

BrazzersExxtra – Phoenix Marie And Ashley Lane – A Lesbian Strap-On To Gag On
 32:06

BrazzersExxtra – Phoenix Marie And Ashley Lane – A Lesbian Strap-On To Gag On

TransAngels – Chanel Santini And Kimberlee – Cocked Behind Bars
 35:40

TransAngels – Chanel Santini And Kimberlee – Cocked Behind Bars

BackroomCastingCouch – Angeline And Sophie 3way
 01:38:39

BackroomCastingCouch – Angeline And Sophie 3way

DetentionGirls – Chanel Shortcake, Kenzie Reeves And Mackenzie Moss – Girl Power
 41:12

DetentionGirls – Chanel Shortcake, Kenzie Reeves And Mackenzie Moss – Girl Power

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

BrazzersExxtra – Locked Up! The Best Of Sex Behind Bars

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

MylfLabs – Lauren Phillips – Concept: Behind Bars

Milfty – Cece Mecta And Tokyo Lynn – Good Milf, Bad Milf
 57:19

Milfty – Cece Mecta And Tokyo Lynn – Good Milf, Bad Milf

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

Lady In The Iron Mask (1998)

Hentaied – Emiri Momota – Prison
 07:57

Hentaied – Emiri Momota – Prison

ManyVids – Meana Wolf – Sexual Slavery
 35:29

ManyVids – Meana Wolf – Sexual Slavery

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

DigitalPlayground – Susy Gala – Rawhide S03
 29:00

DigitalPlayground – Susy Gala – Rawhide S03

CuckoldSessions – Eliza Ibarra
 41:53

CuckoldSessions – Eliza Ibarra

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

FreezeXXX – Merida Sat – Interview With A Thief

HorrorPorn – The Butcher
 13:10

HorrorPorn – The Butcher

BigTitsAtSchool – Lisa Ann – Dangerous Minds With Dangerous Dicks
 39:32

BigTitsAtSchool – Lisa Ann – Dangerous Minds With Dangerous Dicks

FutanariXXX – Amirah Adara And Zazie Skymm – The Prisoners
 11:33

FutanariXXX – Amirah Adara And Zazie Skymm – The Prisoners

ZZSeries – Julia Ann – Lost In Brazzers Episode 2
 31:14

ZZSeries – Julia Ann – Lost In Brazzers Episode 2

BigButtsLikeItBig – Sophia Locke – The Chain Gang(Bang)
 49:04

BigButtsLikeItBig – Sophia Locke – The Chain Gang(Bang)

PornstarsLikeItBig – Lexi Belle, Gia Dimarco, Christy Mack And Bonnie Rotten – Wonderland Part 2
 38:59

PornstarsLikeItBig – Lexi Belle, Gia Dimarco, Christy Mack And Bonnie Rotten – Wonderland Part 2

BigButtsLikeItBig – Mandy Muse – Free My Ass And The Pleasure Will Follow
 32:14

BigButtsLikeItBig – Mandy Muse – Free My Ass And The Pleasure Will Follow

SexAndSubmission – Jane Wilde – Little Fuck Slave
 01:04:06

SexAndSubmission – Jane Wilde – Little Fuck Slave

OyeLoca – Kloe Kooper – Sucking And Fucking Behind Bars
 32:39

OyeLoca – Kloe Kooper – Sucking And Fucking Behind Bars

Shoplyfter – Kinsley Kane – I’ll Do Anything
 50:26

Shoplyfter – Kinsley Kane – I’ll Do Anything

JacquieEtMichel – Avocates Pour Taulards (2017)
 01:31:53

JacquieEtMichel – Avocates Pour Taulards (2017)

BigTitsInUniform – Emma Heart – Cock Hungry Cop
 33:38

BigTitsInUniform – Emma Heart – Cock Hungry Cop

PornstarsLikeItBig – Peta Jensen – World War XXX Part Three
 28:20

PornstarsLikeItBig – Peta Jensen – World War XXX Part Three

LilHumpers – Alexis Fawx – Lil Jailbird
 30:42

LilHumpers – Alexis Fawx – Lil Jailbird

TransAngels – TS Foxxy – My Mistress In Denim
 32:40

TransAngels – TS Foxxy – My Mistress In Denim

BrazzersExxtra – Nicole Aniston – Lined Up And Laid Out
 30:41

BrazzersExxtra – Nicole Aniston – Lined Up And Laid Out

DivineBitches – Jewelz Blu – Your Worst Nightmare
 45:28

DivineBitches – Jewelz Blu – Your Worst Nightmare

BlacksOnBlondes – Stella Cox Second Appearance
 32:46

BlacksOnBlondes – Stella Cox Second Appearance

JaxSlayher – Avery Black – Fresh Out

JaxSlayher – Avery Black – Fresh Out

DoctorAdventures – Roberta Gemma – Midnight Fuxpress
 33:56

DoctorAdventures – Roberta Gemma – Midnight Fuxpress

SuperHeroineLimited – Ashley Lane – Batgirl – The Prison
 01:15:01

SuperHeroineLimited – Ashley Lane – Batgirl – The Prison

BigTitsInUniform – Alanah Rae – A Night In The Hole
 38:16

BigTitsInUniform – Alanah Rae – A Night In The Hole

Girls Under Arrest 2
 1:48:00

Girls Under Arrest 2

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

DigitalPlayground – Alexis Fawx – Last One Standing: Part 2
 40:20

DigitalPlayground – Alexis Fawx – Last One Standing: Part 2