The Kinky Journalist
Cast: Bobbi Starr ,Courtney Taylor
Genres: unshaved ,LezDom ,Slave ,Big Tits ,Pussy Eating ,Chains ,fake boobs ,Lesbian ,Straight ,Strap On
Video language: English
Courtney Taylor’s an undercover journalist who gets a job investigating the allegations of cruel punishment and lesbian sexual slavery in the women’s federal prison. Courtney finds herself at the mercy of sexy and sadistic warden Bobbi Star who wastes no time making Courtney into her little sex slave. Courtney is put in bondage, spanked, has her pussy flogged, humiliated, clamped and fisted in her tight cunt. Bobbi chains her to the prison bed and smothers her with her beautiful ass and pussy. She then bends her over and gives her a strap-on ass pounding she will never forget. Once Courtney is out of prison she can’t stop fantasizing of ways to land herself back in the slammer and live her life as a sex slave in prison!
Format: mp4
Duration: 58:57
Video: 1280x720, AVC (H.264), 4843kbps
Audio: 122kbps
File size: 2.1 GB
Pussy - Prison Strap
Cast: Pussy
Genres: BDSM, Humiliation, Torture, Whipping
Video language: English
Pussy is a real piece of meat, you can tell by what she is willing to do to degrade herself for your pleasure, and how much pain she takes just to amuse you. For example, the bitch smokes but we don't let her have cigarettes. Occasionally, we will offer a cigarette if she will debase herself in some way, piss or licking the toilet, things like that.
One time she begged for a cigarette and said she would crawl outside, in the snow (it is cold in Hell!) and shit in front of everyone in return for a cigarette. Now you may think that is just about her having a strong addiction, but she does not even smoke that much. She just needs to be utterly and totally degraded as much as possible.
And then there is pain and torture and for that, well, you will have to watch this bitch get worked over with the prison strap to see just how much she can take, all for your pleasure.
This is a side note, but one thing we loved about this cunthole was her absolute and unwaivering submission. She was just so natural, she grunted like a pig with no real training to do so, she knew exactly what position to assume, she seemed to thrive in chains. She was one of the most natural pieces of meat we have ever seen in Hell!
Format: mp4
Duration: 19:18
Video: 1920x1080, AVC (H.264), 9686kbps
Audio: 309kbps
File size: 1.4 GB
Prison Girls
Release Year: 2022
Genres: Feature, Prison, Prison Guards, Prison Chicks, Gonzo, Anal, Hardcore, Threesomes, Fetish, Domination, Bondage, Wet, Feet, Lesbians, MILF, Big Tits, Big Ass, Hairy Pussy, Tattooed, Piercing, Uniform, Dildo, Masturbation, Handjob, Fingering, Spanking, Face S
Video language: English
Sophia Santi is being transported on a prison bus to her court date when guard, Erik Everhard, takes notice of her voluptuous curves. Bobbi Starr and Lily Labeu appear in an unforgettable girl/girl scene with lots of intense emotions, passion, and hardcore action. Jayden Jaymes, Phoenix Marie, and McKenzie Lee get steamy in a prison shower. Jynx Maze appears in an anal scene with guard, Bill Bailey, after an altercation in the prison yard. Alexis Texas is punished by prison warden, Steve Holmes, for bad behavior in the climactic finale.
Format: mkv (Matroska)
Duration: 2:07:21
Video: 1280x720, AVC (H.264)
File size: 4.4 GB
Prison Girls 720p
Release Year: 2022
Genres: Feature, Prison, Prison Guards, Prison Chicks, Gonzo, Anal, Hardcore, Threesomes, Fetish, Domination, Bondage, Wet, Feet, Lesbians, MILF, Big Tits, Big Ass, Hairy Pussy, Tattooed, Piercing, Uniform, Dildo, Masturbation, Handjob, Fingering, Spanking, Face
Video language: English
Sophia Santi is being transported on a prison bus to her court date when guard, Erik Everhard, takes notice of her voluptuous curves. Bobbi Starr and Lily Labeu appear in an unforgettable girl/girl scene with lots of intense emotions, passion, and hardcore action. Jayden Jaymes, Phoenix Marie, and McKenzie Lee get steamy in a prison shower. Jynx Maze appears in an anal scene with guard, Bill Bailey, after an altercation in the prison yard. Alexis Texas is punished by prison warden, Steve Holmes, for bad behavior in the climactic finale.
Format: mkv (Matroska)
Duration: 2:07:21
Video: 1280x720, AVC (H.264)
File size: 4.4 GB
Please Punish Us
Cast: Miss Belle, Gemma Irons (Irongemxxx), Ashley Benson
Genres: bdsm, spanking, caning
Video language: English
Gemma and Ash are two of Miss Belle's best students. They have come to see her on their last day at high school. They have an unusual request for Miss Belle. They have never been punished due to their good behaviour and they want to know what it's like to receive severe punishment. Miss Belle warns them that it would be very painful with marks that would last a long time.
They ask to receive 50 strokes as that is the most punishment. miss Belle has given to one of her students. Ash receives 50 with the prison reformatory cane and Gemma receives 40 with the prison reformatory cane and 10 with the Canadian prison strap.
Format: mp4
Duration: 24:42
Video: 1920x1080, AVC (H.264), 2245kbps
Audio: 196kbps
File size: 442.7 MB
BM - Pussy - Prison Strap
Release Year: 2020
Genres: BDSM, Bondage, Rope Bondage, Submission, Domination, Torture, Spanking
Video language: English
Pussy is a real piece of meat, you can tell by what she is willing to do to degrade herself for your pleasure, and how much pain she takes just to amuse you. For example, the bitch smokes but we don't let her have cigarettes. Occasionally, we will offer a cigarette if she will debase herself in some way, drinking piss or licking the toilet, things like that.
One time she begged for a cigarette and said she would crawl outside, in the snow (it is cold in Hell!) and shit in front of everyone in return for a cigarette. Now you may think that is just about her having a strong addiction, but she does not even smoke that much. She just needs to be utterly and totally degraded as much as possible.
And then there is pain and torture and for that, well, you will have to watch this bitch get worked over with the prison strap to see just how much she can take, all for your pleasure.
This is a side note, but one thing we loved about this cunthole was her absolute and unwaivering submission. She was just so natural, she grunted like a pig with no real training to do so, she knew exactly what position to assume, she seemed to thrive in chains. She was one of the most natural pieces of meat we have ever seen in Hell!
Format: mp4
Duration: 19:18
Video: 1920x1080, AVC (H.264), 9686kbps
Audio: 309kbps
File size: 1.4 GB
Fancysteel – Inmate Intake, Full Hd
Cast: Poppy
Genres: BDSM, Torture
Enter the strange and twisted world of chastity prison. Poppy is a young woman full of rebellious spirit. All day long she searches for all types of pleasure, even some forbidden by the laws of the state. Despite prostitution and sexual deviancy being illigal now in this state, Poppy still freely does as she pleases with no respect for the law. And because she freely does as she pleases, we will freely apply the penalty to her as we please with respect for the law. Our special street team found her up to no good, clearly searching for a law to break. We arrested her, brought her in, and went through the usual booking process. However, this prison she was in was no ordinary prison. No, this was a special prison, a prison designed to curb deviant behavior. A prison to control her, to teach her, and to dominate her. This was Chastity Prison. We stuck poor Poppy into a small cell. With literially nothing to do. Time went by with nothing for her to do. However, this was all apart of our plan. A plan to catch her in the act, a plan to catch her in a trap. And like a spider waiting for a fly, we saw Poppy trying to curb her bordom by sticking her hand down her scrubs and playing with something that is off limits inside this prison. This gives us the chance, as we catch her in the act, to put her in the real “cell” of chastity prison, in the form of one of our chastity belts. We will restrain her to our chairs to make sure she tries nothing funny as we lock her new metal panties to her person.
Format: mp4
Duration: 18:28
Video: 1920x1080, AVC (H.264), 4184kbps
Audio: 256kbps
File size: 601.2 MB
Inmate Intake: Poppy 1080p
Studio: Fancysteel
Cast: Poppy
Genres: BDSM, Torture
Enter the strange and twisted world of chastity prison. Poppy is a young woman full of rebellious spirit. All day long she searches for all types of pleasure, even some forbidden by the laws of the state. Despite prostitution and sexual deviancy being illigal now in this state, Poppy still freely does as she pleases with no respect for the law. And because she freely does as she pleases, we will freely apply the penalty to her as we please with respect for the law. Our special street team found her up to no good, clearly searching for a law to break. We arrested her, brought her in, and went through the usual booking process. However, this prison she was in was no ordinary prison. No, this was a special prison, a prison designed to curb deviant behavior. A prison to control her, to teach her, and to dominate her. This was Chastity Prison. We stuck poor Poppy into a small cell. With literially nothing to do. Time went by with nothing for her to do. However, this was all apart of our plan. A plan to catch her in the act, a plan to catch her in a trap. And like a spider waiting for a fly, we saw Poppy trying to curb her bordom by sticking her hand down her scrubs and playing with something that is off limits inside this prison. This gives us the chance, as we catch her in the act, to put her in the real “cell” of chastity prison, in the form of one of our chastity belts. We will restrain her to our chairs to make sure she tries nothing funny as we lock her new metal panties to her person.
Format: mp4
Duration: 18:28
Video: 1920x1080, AVC (H.264), 4184kbps
Audio: 256kbps
File size: 601.2 MB
Fancy Steel - Inmate Intake
Release Year: 2018
Studio: Fancysteel
Enter the strange and twisted world of chastity prison.Poppy is a young woman full of rebellious spirit. All day long she searches for all types of pleasure, even some forbidden by the laws of the state. Despite prostitution and sexual deviancy being illigal now in this state, Poppy still freely does as she pleases with no respect for the law. And because she freely does as she pleases, we will freely apply the penalty to her as we please with respect for the law.Our special street team found her up to no good, clearly searching for a law to break. We arrested her, brought her in, and went through the usual booking process. However, this prison she was in was no ordinary prison. No, this was a special prison, a prison designed to curb deviant behavior. A prison to control her, to teach her, and to dominate her. This was Chastity Prison. We stuck poor Poppy into a small cell. With literially nothing to do. Time went by with nothing for her to do. However, this was all apart of our plan. A plan to catch her in the act, a plan to catch her in a trap. And like a spider waiting for a fly, we saw Poppy trying to curb her bordom by sticking her hand down her scrubs and playing with something that is off limits inside this prison.
This gives us the chance, as we catch her in the act, to put her in the real “cell” of chastity prison, in the form of one of our chastity belts. We will restrain her to our chairs to make sure she tries nothing funny as we lock her new metal panties to her person. There will be no escape, no running away. Her rebellious spirit will be broken by cold hard steel.
Format: mp4
Duration: 18:28
Video: 1920x1080, AVC (H.264), 4184kbps
Audio: 256kbps
File size: 601.2 MB
Fancy Steel Inmate Intake
Release Year: 2018
Studio: Fancy Steel
Enter the strange and twisted world of chastity prison.Poppy is a young woman full of rebellious spirit. All day long she searches for all types of pleasure, even some forbidden by the laws of the state. Despite prostitution and sexual deviancy being illigal now in this state, Poppy still freely does as she pleases with no respect for the law. And because she freely does as she pleases, we will freely apply the penalty to her as we please with respect for the law.Our special street team found her up to no good, clearly searching for a law to break. We arrested her, brought her in, and went through the usual booking process. However, this prison she was in was no ordinary prison. No, this was a special prison, a prison designed to curb deviant behavior. A prison to control her, to teach her, and to dominate her. This was Chastity Prison. We stuck poor Poppy into a small cell. With literially nothing to do. Time went by with nothing for her to do. However, this was all apart of our plan. A plan to catch her in the act, a plan to catch her in a trap. And like a spider waiting for a fly, we saw Poppy trying to curb her bordom by sticking her hand down her scrubs and playing with something that is off limits inside this prison. This gives us the chance, as we catch her in the act, to put her in the real “cell” of chastity prison, in the form of one of our chastity belts. We will restrain her to our chairs to make sure she tries nothing funny as we lock her new metal panties to her person. There will be no escape, no running away. Her rebellious spirit will be broken by cold hard steel.
Format: mp4
Duration: 18:28
Video: 1920x1080, AVC (H.264), 4184kbps
Audio: 256kbps
File size: 601.2 MB
Nikki The Inmate
Release Year: 2018
Studio: Fancysteel
Genres: BDSM, Bondage, Chastity, Punishment
Enter the strange and twisted world of chastity prison.Poppy is a young woman full of rebellious spirit. All day long she searches for all types of pleasure, even some forbidden by the laws of the state. Despite prostitution and sexual deviancy being illigal now in this state, Poppy still freely does as she pleases with no respect for the law. And because she freely does as she pleases, we will freely apply the penalty to her as we please with respect for the law.Our special street team found her up to no good, clearly searching for a law to break. We arrested her, brought her in, and went through the usual booking process. However, this prison she was in was no ordinary prison. No, this was a special prison, a prison designed to curb deviant behavior. A prison to control her, to teach her, and to dominate her. This was Chastity Prison. We stuck poor Poppy into a small cell. With literially nothing to do. Time went by with nothing for her to do. However, this was all apart of our plan. A plan to catch her in the act, a plan to catch her in a trap. And like a spider waiting for a fly, we saw Poppy trying to curb her bordom by sticking her hand down her scrubs and playing with something that is off limits inside this prison.This gives us the chance, as we catch her in the act, to put her in the real “cell” of chastity prison, in the form of one of our chastity belts. We will restrain her to our chairs to make sure she tries nothing funny as we lock her new metal panties to her person. There will be no escape, no running away. Her rebellious spirit will be broken by cold hard steel.
Format: mp4
Duration: 28:09
Video: 1920x1080, AVC (H.264), 4172kbps
Audio: 204kbps
File size: 903.4 MB
Nikki The Inmate Fancysteel
Release Year: 2018
Studio: Fancysteel
Genres: BDSM, Bondage, Chastity, Punishment
Enter the strange and twisted world of chastity prison.Poppy is a young woman full of rebellious spirit. All day long she searches for all types of pleasure, even some forbidden by the laws of the state. Despite prostitution and sexual deviancy being illigal now in this state, Poppy still freely does as she pleases with no respect for the law. And because she freely does as she pleases, we will freely apply the penalty to her as we please with respect for the law.Our special street team found her up to no good, clearly searching for a law to break. We arrested her, brought her in, and went through the usual booking process. However, this prison she was in was no ordinary prison. No, this was a special prison, a prison designed to curb deviant behavior. A prison to control her, to teach her, and to dominate her. This was Chastity Prison. We stuck poor Poppy into a small cell. With literially nothing to do. Time went by with nothing for her to do. However, this was all apart of our plan. A plan to catch her in the act, a plan to catch her in a trap. And like a spider waiting for a fly, we saw Poppy trying to curb her bordom by sticking her hand down her scrubs and playing with something that is off limits inside this prison.This gives us the chance, as we catch her in the act, to put her in the real “cell” of chastity prison, in the form of one of our chastity belts. We will restrain her to our chairs to make sure she tries nothing funny as we lock her new metal panties to her person. There will be no escape, no running away. Her rebellious spirit will be broken by cold hard steel.
Format: mp4
Duration: 28:09
Video: 1920x1080, AVC (H.264), 4172kbps
Audio: 204kbps
File size: 903.4 MB
Poppy - Inmate Intake
Release Year: 2018
Studio: Fancysteel
Poppy is a young woman full of rebellious spirit. All day long she searches for all types of pleasure, even some forbidden by the laws of the state. Despite prostitution and sexual deviancy being illigal now in this state, Poppy still freely does as she pleases with no respect for the law. And because she freely does as she pleases, we will freely apply the penalty to her as we please with respect for the law.Our special street team found her up to no good, clearly searching for a law to break. We arrested her, brought her in, and went through the usual booking process. However, this prison she was in was no ordinary prison. No, this was a special prison, a prison designed to curb deviant behavior. A prison to control her, to teach her, and to dominate her. This was Chastity Prison. We stuck poor Poppy into a small cell. With literially nothing to do. Time went by with nothing for her to do. However, this was all apart of our plan. A plan to catch her in the act, a plan to catch her in a trap. And like a spider waiting for a fly, we saw Poppy trying to curb her bordom by sticking her hand down her scrubs and playing with something that is off limits inside this prison.This gives us the chance, as we catch her in the act, to put her in the real “cell” of chastity prison, in the form of one of our chastity belts. We will restrain her to our chairs to make sure she tries nothing funny as we lock her new metal panties to her person. There will be no escape, no running away. Her rebellious spirit will be broken by cold hard steel.
Format: mp4
Duration: 18:28
Video: 1920x1080, AVC (H.264), 4184kbps
Audio: 256kbps
File size: 601.2 MB
Kitten - Re Education
Release Year: 2020
Studio: Fancysteel
Genres: BDSM, Bondage, Chastity, Punishment, Prison
Staring Kitten; Miss Bee 14.10min. A simple photo landed Kitten in Chastity Prison, now kitten is sentenced, stripped naked and 'welcomed' to Chastity Prison...Chastity Prison 3’ follows the fate of a group of girls and their male side kick, imprisoned for petty crimes and sentenced to a life of bondage and bizarre punishments.
Format: mp4
Duration: 12:58
Video: 1920x1080, AVC (H.264), 4059kbps
Audio: 204kbps
File size: 405.3 MB
Mandy Slim – One Bar Prison challenge
Tall Dutch blonde Mandy Slim found out about our One Bar Prison challenge on Twitter. Like many girls, she did not believe that one bar can be enough bondage to hold a girl in place. So she came over to take the challenge! I told her to bring her tallest heels, and she looked awesomely fierce! She was so curious about the One Bar Prison, touching it and lubing it up, so we got right down to business. The special metal plug was inserted very carefully, with Mandy halting the progress a few times to find her position. All she could do was stand up very straight. She tried and tried, but she could not escape this evil device! Another victim of the One Bar Prison!
Format: mp4
Duration: 4:20
Video: 1920x1080, MP4V, 11673kbps
Audio: 187kbps
File size: 376.1 MB
Hot Midnight Sex With A Naughty Nurse
Release Year: 2011
Cast: Roberta Gemma and Choky Ice
Genres: Anal, Doctor/Nurse, Italian, Natural Tits, Brunette, Sex Toys, Dildo, Nurse, Prison, Big Tits
Video language: English
On October 6, 1969, Don Perrier is caught attempting to fornicate with one of the Prime Minister of Zurkistan's many wives. He is told he will be released if he co-operates with the authorities, yet Don decides to run for it. After a lengthy chase, Don is caught, beat senseless and thrown into prison for life.
The prison environment is inhospitable in every sense, with a coarse prison guard Sarkazu, who relishes the mental and physical torture he inflicts on the prisoners. Told to trust no one, Don does befriend the local nurse, Roberta. Don's only way out of prison now is through the "Midnight Sex".
Format: Windows Media
Duration: 33:56
Video: 1920x1080, Windows Media Video 9 Advanced Profile
Audio: 125kbps
File size: 2.9 GB
He Has A Hot Midnight Sex With A Redhead Nurse
Release Year: 2011
Cast: Roberta Gemma and Choky Ice
Genres: Anal, Doctor/Nurse, Italian, Natural Tits, Brunette, Sex Toys, Dildo, Nurse, Prison, Big Tits
Video language: English
On October 6, 1969, Don Perrier is caught attempting to fornicate with one of the Prime Minister of Zurkistan's many wives. He is told he will be released if he co-operates with the authorities, yet Don decides to run for it. After a lengthy chase, Don is caught, beat senseless and thrown into prison for life.
The prison environment is inhospitable in every sense, with a coarse prison guard Sarkazu, who relishes the mental and physical torture he inflicts on the prisoners. Told to trust no one, Don does befriend the local nurse, Roberta. Don's only way out of prison now is through the "Midnight Sex".
Format: Windows Media
Duration: 33:56
Video: 1920x1080, Windows Media Video 9 Advanced Profile
Audio: 125kbps
File size: 2.9 GB
Guy Has A Midnight Sex With A Redhead Hot Nurse
Release Year: 2011
Cast: Roberta Gemma and Choky Ice
Genres: Anal, Doctor/Nurse, Italian, Natural Tits, Brunette, Sex Toys, Dildo, Nurse, Prison, Big Tits
Video language: English
On October 6, 1969, Don Perrier is caught attempting to fornicate with one of the Prime Minister of Zurkistan's many wives. He is told he will be released if he co-operates with the authorities, yet Don decides to run for it. After a lengthy chase, Don is caught, beat senseless and thrown into prison for life.
The prison environment is inhospitable in every sense, with a coarse prison guard Sarkazu, who relishes the mental and physical torture he inflicts on the prisoners. Told to trust no one, Don does befriend the local nurse, Roberta. Don's only way out of prison now is through the "Midnight Sex".
Format: Windows Media
Duration: 33:56
Video: 1920x1080, Windows Media Video 9 Advanced Profile
Audio: 125kbps
File size: 2.9 GB
Midnight Sex With Redhead Nurse
Release Year: 2011
Cast: Roberta Gemma and Choky Ice
Genres: Anal, Doctor/Nurse, Italian, Natural Tits, Brunette, Sex Toys, Dildo, Nurse, Prison, Big Tits
Video language: English
On October 6, 1969, Don Perrier is caught attempting to fornicate with one of the Prime Minister of Zurkistan's many wives. He is told he will be released if he co-operates with the authorities, yet Don decides to run for it. After a lengthy chase, Don is caught, beat senseless and thrown into prison for life.
The prison environment is inhospitable in every sense, with a coarse prison guard Sarkazu, who relishes the mental and physical torture he inflicts on the prisoners. Told to trust no one, Don does befriend the local nurse, Roberta. Don's only way out of prison now is through the "Midnight Sex".
Format: Windows Media
Duration: 33:56
Video: 1920x1080, Windows Media Video 9 Advanced Profile
Audio: 125kbps
File size: 2.9 GB
He Has A Midnight Sex With Busty Hot Nurse
Release Year: 2011
Cast: Roberta Gemma and Choky Ice
Genres: Anal, Doctor/Nurse, Italian, Natural Tits, Brunette, Sex Toys, Dildo, Nurse, Prison, Big Tits
Video language: English
On October 6, 1969, Don Perrier is caught attempting to fornicate with one of the Prime Minister of Zurkistan's many wives. He is told he will be released if he co-operates with the authorities, yet Don decides to run for it. After a lengthy chase, Don is caught, beat senseless and thrown into prison for life.
The prison environment is inhospitable in every sense, with a coarse prison guard Sarkazu, who relishes the mental and physical torture he inflicts on the prisoners. Told to trust no one, Don does befriend the local nurse, Roberta. Don's only way out of prison now is through the "Midnight Sex".
Format: Windows Media
Duration: 33:56
Video: 1920x1080, Windows Media Video 9 Advanced Profile
Audio: 125kbps
File size: 2.9 GB
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