21sextreme - The Bad Inmate
Release Year: 2009
Studio: 21sextreme
Cast: Trisha, Lea Lexis
Genres: lesbian, bdsm, fetish, babes, black hair, blonde
Video language: English
Sabrina Rose just can´t seem to stay out of trouble. She´s been arrested and convicted for prostitution, and now she´s doing time in the slammer. She´s caught smoking on the job by her boss, Lea Lexxus and she´s furious! She decides to teach Sabrina never to disobey the rules again. A little rope, a whip and a few dildos are all she needs for the special lesson, which Sabrina is sure never going to forget...
Format: mp4
Duration: 36:56
Video: 960x540, AVC (H.264), 1953kbps
Audio: 124kbps
File size: 564.6 MB
Harley King - Inmate Pen Pal 1080p
Release Year: 2023
Cast: Harley King
Video language: English
For Harley King's college thesis, she decided to write a thesis about pen pals and she decided to be a pal to an inmate. Soon their letters got intimate and she enjoyed the idea of her fantasy coming to life, but didn't expect her inmate pen pal would show up on her doorstep! He broke out of prison just for her and she made sure to make it worthwhile for him!
Format: mp4
Duration: 22:46
Video: 1920x1080, AVC (H.264), 9671kbps
Audio: 253kbps
File size: 1.6 GB
Harley King - Inmate Pen Pal (2023)
Release Year: 2023
Cast: Harley King
Genres: HD Video, All Sex
Video language: English
For Harley King's college thesis, she decided to write a thesis about pen pals and she decided to be a pal to an inmate. Soon their letters got intimate and she enjoyed the idea of her fantasy coming to life, but didn't expect her inmate pen pal would show up on her doorstep! He broke out of prison just for her and she made sure to make it worthwhile for him!
Format: mp4
Duration: 22:46
Video: 1920x1080, AVC (H.264), 9671kbps
Audio: 253kbps
File size: 1.6 GB
Harley King - Inmate Pen Pal
Release Year: 2023
Cast: Brad Newman, Harley King
Genres: All Sex, Blowjob, Pussy Licking, Creampie
Video language: English
For Harley King's college thesis, she decided to write a thesis about pen pals and she decided to be a pal to an inmate. Soon their letters got intimate and she enjoyed the idea of her fantasy coming to life, but didn't expect her inmate pen pal would show up on her doorstep! He broke out of prison just for her and she made sure to make it worthwhile for him!
Format: mp4
Duration: 22:46
Video: 1920x1080, AVC (H.264), 9671kbps
Audio: 253kbps
File size: 1.6 GB
Chastity Prison
Release Year: 2023
Genres: BDSM, Bondage, Tits Torture
Video language: English
A two-part movie that stars your favourite inmate characters, Cobie, Opal Celestial Fae, and a brand new inmate Squishie Evie, follow their Chastity Prison trials and punishments. Follow the inmates' stories of arrest, conviction, processing and imprisonment.
Format: mp4
Duration: 1:01:08
Video: 1920x1080, AVC (H.264), 5076kbps
Audio: 204kbps
File size: 2.3 GB
Miss Sultrybelle - Inmate Lola Hill - bonus: CUT version
Release Year: 2023
Video language: English
LolaXR, a slim brunette, is wearing a inmate costume.Miss Sultrybelle torture her tits with nipple-clamps, twisting her nipples hard and whipping her tits.Miss Sultrybelle canes LolaXR's hands.
Format: avi
Duration: 6:46
Video: 1280x720, XviD, 4388kbps
Audio: 187kbps
File size: 227.1 MB
Chastity Prison Season 5 The Final Sentence
Release Year: 2021
Studio: Fancysteel
Fancy Steel is pleased to present the fifth instalment of Chastity Prison: The Final Sentence.A two-part movie that stars your favourite inmate characters, Cobie, Opal Celestial Fae, and a brand new inmate Squishie Evie, follow their Chastity Prison trials and punishments.Follow the inmates' stories of arrest, conviction, processing and imprisonment.
Format: mp4
Duration: 1:01:08
Video: 1920x1080, AVC (H.264), 5076kbps
Audio: 204kbps
File size: 2.3 GB
Chastity Prison Season 5 The Final Sentence Pt.1,2
Release Year: 2021
Studio: Fancysteel
Fancy Steel is pleased to present the fifth instalment of Chastity Prison: The Final Sentence.A two-part movie that stars your favourite inmate characters, Cobie, Opal Celestial Fae, and a brand new inmate Squishie Evie, follow their Chastity Prison trials and punishments.Follow the inmates' stories of arrest, conviction, processing and imprisonment.
Format: mp4
Duration: 1:01:08
Video: 1920x1080, AVC (H.264), 5076kbps
Audio: 204kbps
File size: 2.3 GB
Guys in Lockup - Warren Mills - Arrest - Jailed - Solo
GuysInLockup is very proud of Officer Denali! He seems to always get his man… in cuffs… chained and shackled! This time Officer Denali caught a hit and run driver… a former US Marine!!! I know, once a Marine always a Marine! Well detainee Warren Mills has made the successful transition from Honorable US Marine to Criminal Trash, locked up and on his way to State Prison. We have to give him credit for trying to bargain his way out by telling Officer Denali about his service background. It didn’t help him at all. When Officer Denali stopped him, he exited the car because his window would not roll down and that caused Officer Denali to draw his weapon. You do not want to cause Officer Denali to ever pull out his weapon… he is an excellent shot! Warren Mills was introduced to his new Commanding Officer when he was brought into the jail in chains… That Commanding Officer is of course Officer Justin Denali and if you are ever in his jail, you will respect him! Inmate Warren Mills has all kinds of issues and this is his first time in Lock Up and Officer Denali proceeds to break him in the right way. He is even ordered to stand at the position of attention! Inmate Warren Mills has spent way too long as a free man, you can tell by just looking at his white tan less ass… but never fear, he can slowly turn back to an even shade of white as he spends time behind bars as the states newest prison inmate. Sir Yes Sir!!! Yes, he is a real Marine and he is locked up in the GIL City Jail soon to be cuffed, shackled, black boxed and belly chained for transport to the County Jail and then to the State Prison… all with honor!!!
Format: mp4
Duration: 25:09
Video: 960x540, AVC (H.264), 1016kbps
Audio: 62kbps
File size: 200.3 MB
Chastity Prison Season 5 The Final Sentence Part 1,2
Release Year: 2021
Studio: Fancysteel
Fancy Steel is pleased to present the fifth instalment of Chastity Prison: The Final Sentence.A two-part movie that stars your favourite inmate characters, Cobie, Opal Celestial Fae, and a brand new inmate Squishie Evie, follow their Chastity Prison trials and punishments.Follow the inmates' stories of arrest, conviction, processing and imprisonment.
Format: mp4
Duration: 1:01:08
Video: 1920x1080, AVC (H.264), 5076kbps
Audio: 204kbps
File size: 2.3 GB
Kailani Kai Fucks Inmate FullHD 1080p
Release Year: 2023
Cast: Kailani Kai
Video language: English
Anything can happen at our prison. Cameras are rolling 24/7 and that gave us the idea to have fun at work. Kallani Kai is one of the guards that is having the most fun. She goes around everyday choosing a new inmate to fuck. She loves getting wild and she loves sampling the new meat that get sent to our prison. This particular time, after a fresh batch of newbies comes in she decides to single one of the out. The nerdiest looking one. She pulls up to his cell and gives him an offer he can’t refuse. This dude fucked Kallani in several different positions making her cum several times all over his cell. Eventually, he cuts all over her face. Now it’s time to get dressed and pretend none of this ever happened.
Format: mp4
Duration: 35:33
Video: 1920x1080, AVC (H.264), 9763kbps
Audio: 45kbps
File size: 2.5 GB
Kailani Kai - Kailani Fucks Inmate (2023)
Release Year: 2023
Cast: Kailani Kai
Genres: Big Tits
Video language: English
Anything can happen at our prison. Cameras are rolling 24/7 and that gave us the idea to have fun at work. Kallani Kai is one of the guards that is having the most fun. She goes around everyday choosing a new inmate to fuck. She loves getting wild and she loves sampling the new meat that get sent to our prison. This particular time, after a fresh batch of newbies comes in she decides to single one of the out. The nerdiest looking one. She pulls up to his cell and gives him an offer he can’t refuse. This dude fucked Kallani in several different positions making her cum several times all over his cell. Eventually, he cuts all over her face. Now it’s time to get dressed and pretend none of this ever happened.
Format: mp4
Duration: 35:33
Video: 1920x1080, AVC (H.264), 9763kbps
Audio: 45kbps
File size: 2.5 GB
The Spy Fancysteel
Release Year: 2019
Studio: Fancysteel
A mysterious spy just recently tried to break into the Chastity Prison and was caught trying to steal some confidential files and inmate records.Who does she work for? And what is it that has driven her to attack such a dreaded institution? The strikingly beautiful criminal mastermind, clad in tight, shimmering latex, refused to tell us anything....Cobie, a former inmate of the chastity prison, is now an agent trying to work against the organisation. Her gambit did not pay off and to her horror, she is once again a slave to the system of Chastity, and this time they will make sure she never escapes or tastes freedom again. Armed with a new chastity device and shock collar, she presents the highest security risk and is held accordingly. Cobie tried to get the secrets of Chastity Prison out in the open, now, once again she will experience the tormenting secrets and bondage this feared institution has to offer.
Format: mp4
Duration: 25:59
Video: 1920x1080, AVC (H.264), 4804kbps
Audio: 204kbps
File size: 955.1 MB
FancySteel The Spy
Release Year: 2019
Studio: Fancysteel
A mysterious spy just recently tried to break into the Chastity Prison and was caught trying to steal some confidential files and inmate records.Who does she work for? And what is it that has driven her to attack such a dreaded institution? The strikingly beautiful criminal mastermind, clad in tight, shimmering latex, refused to tell us anything....Cobie, a former inmate of the chastity prison, is now an agent trying to work against the organisation. Her gambit did not pay off and to her horror, she is once again a slave to the system of Chastity, and this time they will make sure she never escapes or tastes freedom again. Armed with a new chastity device and shock collar, she presents the highest security risk and is held accordingly. Cobie tried to get the secrets of Chastity Prison out in the open, now, once again she will experience the tormenting secrets and bondage this feared institution has to offer.
Format: mp4
Duration: 25:59
Video: 1920x1080, AVC (H.264), 4804kbps
Audio: 204kbps
File size: 955.1 MB
Mood-Pictures - The Prison Punishment Show
The government introduced a new corporal punishment system. Inmates with a remaining prison term up to 1 year can apply for participating in the Prion Punishment show. If they participate, their remaining prison terms get halved. People can either go to see this show or can watch the live broadcast on TV. They can even vote with a smartphone applications. Female viewers decide the number of whip-strokes, male viewers vote the for the number of can strokes for each inmate. Once the viewers decide, the inmate can no longer quite the punishment. Now we can see such punishment show with live audience, and we also see what's happening behind the scenes in the prison if the mean guards get too much power.
Format: Windows Media
Duration: 1:32:42
Video: 1280x720, Windows Media Video 9, 4882kbps
Audio: 429kbps
File size: 3.6 GB
Fancy Steel The Spy
Release Year: 2019
Studio: Fancysteel
A mysterious spy just recently tried to break into the Chastity Prison and was caught trying to steal some confidential files and inmate records.Who does she work for? And what is it that has driven her to attack such a dreaded institution? The strikingly beautiful criminal mastermind, clad in tight, shimmering latex, refused to tell us anything....Cobie, a former inmate of the chastity prison, is now an agent trying to work against the organisation. Her gambit did not pay off and to her horror, she is once again a slave to the system of Chastity, and this time they will make sure she never escapes or tastes freedom again. Armed with a new chastity device and shock collar, she presents the highest security risk and is held accordingly. Cobie tried to get the secrets of Chastity Prison out in the open, now, once again she will experience the tormenting secrets and bondage this feared institution has to offer.
Format: mp4
Duration: 25:59
Video: 1920x1080, AVC (H.264), 4804kbps
Audio: 204kbps
File size: 955.1 MB
Fancy Steel - The Spy
Release Year: 2019
Studio: Fancysteel
A mysterious spy just recently tried to break into the Chastity Prison and was caught trying to steal some confidential files and inmate records.Who does she work for? And what is it that has driven her to attack such a dreaded institution? The strikingly beautiful criminal mastermind, clad in tight, shimmering latex, refused to tell us anything....Cobie, a former inmate of the chastity prison, is now an agent trying to work against the organisation. Her gambit did not pay off and to her horror, she is once again a slave to the system of Chastity, and this time they will make sure she never escapes or tastes freedom again. Armed with a new chastity device and shock collar, she presents the highest security risk and is held accordingly. Cobie tried to get the secrets of Chastity Prison out in the open, now, once again she will experience the tormenting secrets and bondage this feared institution has to offer.
Format: mp4
Duration: 25:59
Video: 1920x1080, AVC (H.264), 4804kbps
Audio: 204kbps
File size: 955.1 MB
Fancysteel – The Spy, Full Hd
Cast: Cobie
Genres: BDSM, Torture
A mysterious spy just recently tried to break into the Chastity Prison and was caught trying to steal some confidential files and inmate records. Who does she work for? And what is it that has driven her to attack such a dreaded institution? The strikingly beautiful criminal mastermind, clad in tight, shimmering latex, refused to tell us anything.... Cobie, a former inmate of the chastity prison, is now an agent trying to work against the organisation. Her gambit did not pay off and to her horror, she is once again a slave to the system of Chastity, and this time they will make sure she never escapes or tastes freedom again. Armed with a new chastity device and shock collar, she presents the highest security risk and is held accordingly. Cobie tried to get the secrets of Chastity Prison out in the open, now, once again she will experience the tormenting secrets and bondage this feared institution has to offer...
Format: mp4
Duration: 25:59
Video: 1920x1080, AVC (H.264), 4804kbps
Audio: 204kbps
File size: 955.1 MB
Cobie The Spy
Release Year: 2019
Studio: Fancysteel
Genres: BDSM, Bondage, Chastity, Punishment
A mysterious spy just recently tried to break into the Chastity Prison and was caught trying to steal some confidential files and inmate records.Who does she work for? And what is it that has driven her to attack such a dreaded institution? The strikingly beautiful criminal mastermind, clad in tight, shimmering latex, refused to tell us anything....Cobie, a former inmate of the chastity prison, is now an agent trying to work against the organisation. Her gambit did not pay off and to her horror, she is once again a slave to the system of Chastity, and this time they will make sure she never escapes or tastes freedom again. Armed with a new chastity device and shock collar, she presents the highest security risk and is held accordingly. Cobie tried to get the secrets of Chastity Prison out in the open, now, once again she will experience the tormenting secrets and bondage this feared institution has to offer.
Format: mp4
Duration: 25:59
Video: 1920x1080, AVC (H.264), 4804kbps
Audio: 204kbps
File size: 955.1 MB
FancySteel Transportation
Release Year: 2018
Studio: Fancysteel
An inmate known as Bubbles is being transported to Chastity Prison where she will be to wear a chastity belt for the duration of her stay. Bubbles is a repeat offender on the streets. With a history of drug running and prostitution, it is only a matter of time before she winds up in jail for more time. Despite her history, it seems no amount of jail time can calm this deviant. In fact, she has quite a history in jail with many instances of deviant behavior among her fellow inmates. A little bit of playtime with her cellmate here, a more incident of deviance with another. She is almost practically running the prison.Because of this, a inquiry panel recommend that Bubbles be transported to our brand new experimental facility known as Chastity Prison. It is here that this career, out of control, inmate will finally be controlled, and in the most cruel and intimate way. Like its namesake, Bubbles will be to wear one of our special chastity belts which will prevent her from having any sexual stimuli. She will be wisked away in the middle of the night to her new location, and despite her tough demenor during her belting. We are sure she will crack under the weight of her new metal underwear. And we also have many other surprizes for her.
Format: mp4
Duration: 16:06
Video: 1920x1080, AVC (H.264), 4626kbps
Audio: 204kbps
File size: 570.0 MB