Inmates

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Big-titted Cougar And Enticing Youthful Sweetie

The verdict is in, and now Riley Reid's off to..

Added: 2024-12-14 Rating: n/a

Lisa Ann - Dangerous Minds With Dangerous Cocks

Lisa Ann volunteers to educator guys in a..

Added: 2024-12-10 Rating: n/a

The Warden

In this week’s update Queen Donna plays a..

Added: 2024-12-03 Rating: n/a

Kelly Collins, Bella Spark - The Awesome Blond Glow HD

The verdict is in, and now Riley Reid's off to..

Added: 2024-11-25 Rating: n/a

Uber-sexy Blond Jail Warden with Big Tits gets Gangbanged by Wild Inmates

In this dream roleplay update Samantha Sin plays..

Added: 2024-10-28 Rating: n/a

Ariel X, Tia Ling (Anal Inmate)

The thickest meatpipes are summoned by the..

Added: 2024-10-27 Rating: n/a

Wheel of agony pt.10

Youthfull Lori was among the audience in Mood..

Added: 2024-10-12 Rating: n/a

Inmate intake fancySteel

Enter the unusual and distorted world of purity..

Added: 2024-09-11 Rating: n/a

Nikki the inmate fancysteel

Inject the strange and distorted world of..

Added: 2024-09-07 Rating: n/a

Rectal Inmate

Tia Ling is the fresh dame in Ariel X’s jail..

Added: 2024-09-06 Rating: n/a

Cindy Buck - Prisoner draining program (2024)

More Cindy Dollar! After witnessing her latest..

Added: 2024-09-03 Rating: n/a

The Warden

In this week’s update Goddess Donna plays a..

Added: 2024-09-01 Rating: n/a

Buxom Dame And Young Sizzling Dame

The verdict is in, and now Riley Reid's off to..

Added: 2024-08-11 Rating: n/a

Jail Outreach Program - Starring Tegan Tate new bondage & discipline porno flicks

Tegan Tate is a University college girl..

Added: 2024-08-11 Rating: n/a

The Farm pt.3

Alice Moore toyed by Bunny is an investigative..

Added: 2024-08-04 Rating: n/a

Adrianna Nicole

In prison, the inmates have no power. Behind..

Added: 2024-08-01 Rating: n/a

Regina Rich, Regina Moonshine - Guess What

The verdict is in, and now Riley Reid's off to..

Added: 2024-07-23 Rating: n/a

Kelly Collins, Bella Spark - The Awesome Platinum-blonde Glow

The verdict is in, and now Riley Reid's off to..

Added: 2024-07-22 Rating: n/a

Big-boobed Cougar And Youthfull Super-fucking-hot Woman

The verdict is in, and now Riley Reid's off to..

Added: 2024-07-06 Rating: n/a

Adrianna Nicole

In prison, the inmates have no power. Behind..

Added: 2024-06-27 Rating: n/a

Prison Punishment for 3 Inmates

This is a special custom jail penalty film that..

Added: 2024-06-13 Rating: n/a

Aaaspanking - Prison Penalty for 3 Inmates

This is a exclusive custom jail penalty film..

Added: 2024-05-25 Rating: n/a

Jail penalty for 3 inmates

This is a sensational custom jail penalty film..

Added: 2024-05-22 Rating: n/a

Jail Penalty for 3 Inmates 720p

This is a exclusive custom-built prison penalty..

Added: 2024-05-21 Rating: n/a

FancySteel - 24-Hour Challenge

In a first-ever of its kind, the '24-Hour..

Added: 2024-05-19 Rating: n/a

FancySteel - Virginity Prison - Season 5 - The Final Sentence Part 1-2

Classy Steel is sated to introduce the fifth..

Added: 2024-05-19 Rating: n/a

FancySteel - Inmate Intake

Poppy is a youthfull girl full of rebellious..

Added: 2024-04-19 Rating: n/a

ElitePain - Wheel Of Agony vol Ten Brief Version

Then she smirked at the painful reactions of the..

Added: 2024-04-01 Rating: n/a

ElitePain - Wheel of Agony part Ten

Youthfull Lori was among the audience in Mood..

Added: 2024-03-31 Rating: n/a

Mood-Pictures - The Jail Penalty Demonstrate

The government presented a fresh physical..

Added: 2024-03-31 Rating: 100%

ElitePain - The Experiment

We have invited 12 guests. They are told that..

Added: 2024-03-29 Rating: n/a

Inmate Intake

Poppy is a young lady full of rebellious spirit...

Added: 2024-03-04 Rating: n/a

Hysteria Treatment

Alice Moore toyed by Bunny is an investigative..

Added: 2024-03-03 Rating: n/a

Hysteria Treatment

Alice Moore toyed by Bunny is an investigative..

Added: 2024-03-03 Rating: n/a

Ilsa, The Sinful Warden

Ilsa, now a perverse warden, runs a..

Added: 2024-03-01 Rating: n/a

Fashionable Steel The Farm pt.3

Alice Moore toyed by Bunny is an investigative..

Added: 2024-02-27 Rating: n/a

The Farm, Part 3 1080p

Alice Moore toyed by Bunny is an investigative..

Added: 2024-02-26 Rating: n/a

Innocence Jail

A two-part movie that starlets your beloved..

Added: 2024-02-26 Rating: n/a

Classy Steel The Farm pt.3

Alice Moore toyed by Bunny is an investigative..

Added: 2024-02-26 Rating: n/a

Ilsa, The Wicked Warden

Ilsa, now a perverse warden, runs a..

Added: 2024-02-17 Rating: n/a

Nikki The Inmate

Enter the strange and twisted world of v-card..

Added: 2024-02-01 Rating: n/a

Virginity Jail Season 5 The Final Sentence Part 1,2

Fashionable Steel is satisfied to present the..

Added: 2024-01-23 Rating: n/a

Classy Steel The Spy

A mysterious spy just recently attempted to..

Added: 2024-01-15 Rating: n/a

Grabbed Trendy Steel

Inmate Fad Hunter has controlled to run away the..

Added: 2024-01-14 Rating: n/a

Transportation

Fancysteel An inmate known as Bubbles is being..

Added: 2023-12-30 Rating: n/a

V-card Prison Season 5 The Final Sentence Part 1,2

Fashionable Steel is satiated to introduce the..

Added: 2023-12-29 Rating: n/a

Chastity Jail Season 5 The Final Sentence Part 1,2

Fashionable Steel is sated to introduce the..

Added: 2023-12-14 Rating: n/a

Bubbles Transportation

An inmate known as Bubbles is being transported..

Added: 2023-12-14 Rating: n/a

Chastity Jail Season 5 The Final Sentence Part 1,2

Fashionable Steel is sated to introduce the..

Added: 2023-12-11 Rating: n/a

Purity Jail Season 5 The Final Sentence Part 1,2

Classy Steel is satiated to introduce the fifth..

Added: 2023-12-09 Rating: n/a

Cobie The Spy

A mysterious spy just recently attempted to..

Added: 2023-12-08 Rating: n/a

Transportation Stylish Steel

An inmate known as Bubbles is being transported..

Added: 2023-12-07 Rating: n/a

Buxom Sexy Lady And Molten Lil Nymph

The verdict is in, and now Riley Reid's off to..

Added: 2023-10-17 Rating: n/a

Call Me Astrix - New Meat

Fancy Steel is sated to introduce the..

Added: 2023-09-16 Rating: n/a

Bunny - Machine Chick

Go after inmate Bunny's arrival at Purity Jail..

Added: 2023-09-16 Rating: n/a

Nikki - The Inmate

Following on from Nikki's journey in the 24-Hour..

Added: 2023-09-16 Rating: n/a

Call Me Astrix - New Meat

Fancy Steel is satisfied to introduce the..

Added: 2023-09-16 Rating: n/a

Nikki - The Inmate

Following on from Nikki's excursion in the..

Added: 2023-09-15 Rating: n/a

Fashionable Steel - Transportation

An inmate known as Bubbles is being transported..

Added: 2023-09-07 Rating: n/a

Transportation: Bubbles 1080p

An inmate known as Bubbles is being transported..

Added: 2023-08-30 Rating: n/a

Elegant Steel - Seized

Inmate Whim Hunter has controlled to run away..

Added: 2023-08-22 Rating: n/a

Fancy Steel - Inmate Intake

Come in the unusual and distorted world of..

Added: 2023-08-10 Rating: n/a

Inmate Intake: Poppy 1080p

Enter the strange and distorted world of v-card..

Added: 2023-08-06 Rating: n/a

Fancy Steel - Inmate Intake

Inject the unusual and contorted world of..

Added: 2023-08-05 Rating: n/a

Jail Guard is Penalized Spanked for Permitting Lise to Break away

Lise has been in imprisonment for several years,..

Added: 2023-07-17 Rating: n/a

Jail Guard is Disciplined Spanked for Permitting Lise to Run away

Lise has been in imprisonment for a few years,..

Added: 2023-07-16 Rating: n/a

Infernalrestraints - Conjugal Visit

Conjugal visits are infrequent in the U.S. but..

Added: 2023-06-29 Rating: n/a

Super-hot Lady And Youthful Killer Girl

The verdict is in, and now Riley Reid's off to..

Added: 2023-06-22 Rating: n/a

Kailani Kai Fucks Inmate FullHD 1080p

Anything can happen at our prison. Cameras are..

Added: 2023-02-16 Rating: n/a

Kailani Kai - Kailani Pummels Inmate (2023)

Anything can happen at our prison. Cameras are..

Added: 2023-02-14 Rating: n/a

Kenzie Taylor - Her Guilty Secret (2022)

Sara (Bella Blu) is chatting with her parent,..

Added: 2022-12-27 Rating: n/a

Femmes prisoners punished

A very first ever Mini Series. Bondage Is The..

Added: 2022-12-22 Rating: n/a

Gakuen Sodom Part 1

Instructor Axi always seemed a little sinister,..

Added: 2022-10-16 Rating: n/a

Pounding the head warden

This inmate humps the hell out of the head..

Added: 2022-09-07 Rating: n/a

Cobie - The Spy 1080p

A mysterious spy just recently attempted to..

Added: 2022-08-24 Rating: n/a

Cobie The Spy

A mysterious spy just recently attempted to..

Added: 2022-08-24 Rating: n/a

Fancy Steel - The Spy

A mysterious spy just recently attempted to..

Added: 2022-08-22 Rating: n/a

Eliza Ibarra

Eliza has recently been having a pen-pal affair..

Added: 2022-08-02 Rating: n/a

Multiracial Cuckold Fuck For Smallish Eliza Ibarra

Eliza has recently been having a pen-pal affair..

Added: 2022-07-26 Rating: n/a

Eliza Ibarra

Eliza has recently been having a pen-pal affair..

Added: 2022-07-19 Rating: n/a

Attempts Out Fresh Inmate Uniforms

Buxomy arrested damsel Riley arms gams manacled..

Added: 2022-06-19 Rating: n/a

Harley Ace, Winnie Rider and Ashley Lane

A very first ever InfernalRestraints Mini..

Added: 2022-05-15 Rating: n/a

Wondrous Busty Damsel And Young Super hot Girl

The verdict is in, and now Riley Reid's off to..

Added: 2022-04-21 Rating: n/a

A Judicial Whipping For 5 Inmates Kajira Bound

Kajira is the 5th and final girl to take her..

Added: 2022-04-03 Rating: n/a

Restrain bondage Is The New Black: Vignette 1

A first ever InfernalRestraints Mini Series...

Added: 2022-03-10 Rating: n/a

Amanda and Persephone Arrested Part 4

Officer Lo is getting her world revved upside..

Added: 2022-01-07 Rating: n/a

Palace Arrest Part 2

Inmate Lo Valentine displays Daisy and Charlotte..

Added: 2022-01-07 Rating: n/a

Foreign Jail Part 3

Officer Jackie Jupiter takes her two inmates,..

Added: 2022-01-07 Rating: n/a

Super-fucking-hot Prisoners Part 3

Officer Jackie's 2 inmates Indica and..

Added: 2022-01-07 Rating: n/a

Robbery Arrests Part 2

Officer Jackie arrests Officer Persephone and..

Added: 2022-01-07 Rating: n/a

Femmes Day Gone Wrong Part 2

Officer Lisa's backup Officer Mia is on the gig..

Added: 2022-01-07 Rating: n/a

Foreign Prison Part 1

Officer Jackie Jupiter transports 2 new inmates..

Added: 2022-01-07 Rating: n/a

Amanda and Persephone Arrested Part 2

Officer Lo Valentine gets both of her inmates..

Added: 2022-01-06 Rating: n/a

Drugs and Corruption Part 2

Officer Persephone conducts a thorough strip..

Added: 2022-01-06 Rating: n/a

Officer Lisa and Inmate Summer Part 2

Officer Lisa takes orgy offender Summer to the..

Added: 2022-01-06 Rating: n/a

Allison Chains and Rose Part 3: Jailed

Allison Chains and Rose are now in their fresh..

Added: 2022-01-06 Rating: n/a

Scarlett Skies pt2

Officer Persephone gets her two fresh inmates..

Added: 2022-01-01 Rating: 100%

Officer Lisa Arrested Part 2

Officer Lisa is now inmate Lisa and gets her new..

Added: 2021-12-31 Rating: n/a

Officer Lisa Arrested Part 2

Officer Mackenzi gets Lisa all prepared for the..

Added: 2021-12-31 Rating: n/a

Sophia and Serendipity Arrested Part 2

Officer Lisa gets both of the inmates into the..

Added: 2021-12-11 Rating: n/a

Officer Jackie Arrests Daisy Part 2

Officer Jackie Jupiter brings her fresh inmate..

Added: 2021-12-11 Rating: n/a

Sophia and Serendipity Arrested Part 1

Officer Lisa is in charge of inmates Sophia and..

Added: 2021-12-11 Rating: n/a

Huge-boobed Platinum-blonde Hoe Skylar Vox Tagged Teamed by 2 Broke away Prisoners

After writing a letter to her degenerate beau..

Added: 2021-11-02 Rating: n/a

Clover's interrogation

Inmate Clover Paisley is obeying Ten years for..

Added: 2021-10-15 Rating: n/a

Gakuen Sodom Part 1

Instructor Axi always seemed a lil' sinister,..

Added: 2021-09-08 Rating: n/a

Gakuen Sodom

Tutor Ocee always seemed a lil sinister, but no..

Added: 2021-09-02 Rating: n/a

Jail Camp- Romped Into Conformity

A jail camp cut off from all shape of..

Added: 2021-08-16 Rating: n/a

Hot Huge-titted Woman And Lil' Nymph

The verdict is in, and now Riley Reid's off to..

Added: 2021-08-05 Rating: n/a

Eliza Ibarra

Eliza has recently been having a pen-pal affair..

Added: 2021-07-10 Rating: n/a

Virgin At The Mansion Of Correction

Another story of women sent to the house for..

Added: 2021-07-05 Rating: n/a

Hot Busty Milf And Fabulous Young Woman

The verdict is in, and now Riley Reid's off to..

Added: 2021-06-05 Rating: n/a

Les brulantes (1969)

Fresh inmate Marie arrives at an island jail in..

Added: 2021-05-12 Rating: n/a

Restrain bondage Is The Fresh Black: Vignette 1

A first-ever ever InfernalRestraints Mini..

Added: 2021-02-25 Rating: n/a

Clover's interrogation

Inmate Clover Paisley is complying Ten years for..

Added: 2020-12-15 Rating: n/a

Clover Paisley Clover's interrogation

Inmate Clover Paisley is conforming 10 years for..

Added: 2020-12-07 Rating: n/a

Clover's interrogation

Inmate Clover Paisley is serving 10 years for..

Added: 2020-12-01 Rating: n/a

love

In prison, gotta stick together so when one is..

Added: 2019-11-06 Rating: n/a

Naughty Busty Lady And Young Pretty Hottie

The verdict is in, and now Riley Reid's off to..

Added: 2019-10-14 Rating: n/a

Prison Camp- Fucked Into Submission

A prison camp cut off from all form of..

Added: 2019-08-25 Rating: n/a

Sexy Busty Lady And Young Pretty Hottie

The verdict is in, and now Riley Reid's off to..

Added: 2019-08-02 Rating: n/a

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