It Prison Strap Gimp - Full HD 1080p




When she misbehaves she is told to go down to the cellar , bare her bottom and then bend over.

Format: mp4
Duration: 21:24
Video: 1920x1080, AVC (H.264), 9695kbps
Audio: 309kbps





File size: 1.5 GB






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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






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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






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Brutalmaster - it prison strap gimp




You'll get fantastic fetish video where kink may be taboo, but it's still more than cool enough for almost anyone to enjoy.

Format: mp4
Duration: 21:24
Video: 1920x1080, AVC (H.264), 24993kbps
Audio: 116kbps





File size: 3.8 GB






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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






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It Prison Strap Gimp




She finds herself strapped into a straight jacket she struggles for quite a long time before tiring.

Format: mp4
Duration: 21:24
Video: 1920x1080, AVC (H.264), 9695kbps
Audio: 309kbps





File size: 1.5 GB






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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






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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






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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






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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






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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






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Insex - Leftovers




Footage never before released shows 912 in her debut as a very hot gimp, Donna’s early efforts at learning to Domme, and 813 and 626 restrained up, tormented, and fucked. A double boob suspension, gord-like imagery, caning, and cigarette burns – Leftovers 1 shows some of your Insex favorites in rare and unforgettable moments.
Locked in a cage, donna views 813 from overhead, unmoved by 813 as she struggles in a hogtie. Later, donna’s cunt and asshole are on display as she bends over, learning her first lessons in bondage. The “Princess Donna” personality makes its first appearance. Donna coerces 813 into fondling her milkers. Then the gimp, wearing a hood, corset, arm-sack, and a big meaty strap-on, face-fucks 813. Moving “down-south” and encouraged by a cattle-prod, the gimp pounds 813 from behind.

Format: avi
Duration: 49:54
Video: 640x480, xvid, 1440kbps
Audio: 125kbps





File size: 576.5 MB






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Prison Strap Bitch new bdsm porn videos



Release Year: 2024
Cast: SufHer
Genres: BDSM, Bondage, Humilation, Torture
Video language: English

She is only a hundred pounds, all suffering meat.New Meat in hell! how we love to say those words because they mean another cunt has found herself where she knows she belongs, suffering at the hands of BrutalMaster in the bowels of hell!Meet SufHer. If you ask her what she is, without hesitation she will tell you she is a cunt.She contacted BrutalMaster, asking to “redeem” her ticket to hell! She came to the right place.The little bitch (5’5″ and 103 lbs) was strung up and introduced to the Prison Strap in her first outing. She had already been worked over a bit, but the strap really put the lovely touches you see on her ass and thighs. What the photos don’t show is the sound she makes at the utter agony she is experiencing.

Format: mp4
Duration: 21:31
Video: 1920x1080, AVC (H.264), 18464kbps
Audio: 309kbps





File size: 2.9 GB






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Meet The Prison Strap new bdsm porn videos



Release Year: 2024
Cast: Lita Lecheros
Genres: BDSM, Bondage, Humilation, Torture
Video language: English

It has been a while since we’ve seen Lita Lecherous in hell!, but that is about to change, you will be seeing much more of this (literal) whore coming up. For now, this is the cunt’s introduction to agony with the Prison Strap. To put it bluntly, this piece of meat absolutely deserves to suffer torture, she freely admits that herself.

Format: mp4
Duration: 23:33
Video: 1920x1080, AVC (H.264), 18520kbps
Audio: 309kbps





File size: 3.2 GB






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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






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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






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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






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The Training of a Model or a Slave? Day Two



Cast: Adriana Chechik ,Mickey Mod
Genres: Gimp ,big dick ,Oral Sex ,Discipline ,Corporal Punishment ,slim ,Gag ,Role Play ,bottom ,natural boobs
Video language: English

Model slash wannabe slave trainee thinks she has the stuff for erotic service, but I plan to see her prove it.
Her fear of the dark intrigues me, so I lock a box on her head and make her search for the key hanging in plain sight as I torment her tender flesh. I can hear the muted whimpers through the head box and it warms my heart to know she is in there all by herself.
Before she can recover, I jam her throat full of thick gimp cock and show her exactly the way I want to see it done. She sucks and slurps like a good little cock sucker. My pride swells with each gag.
She says she likes it in the ass now, and I take full advantage by ordering her into a tormenting reverse cowgirl anal fuck. This is the position that separates the wannabes from real thing. Is she a model, or a slave?

Format: mp4
Duration: 1:04:53
Video: 1280x720, AVC (H.264), 4857kbps
Audio: 122kbps





File size: 2.3 GB






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French Hottie Gets Pounded by Five Prison Guards 1080p



Cast: Angell Summers, John Strong, Prince Yahshua, Ramon Nomar, Toni Ribas, Mickey Mod
Genres: Group Sex

A hottie French tourist loses her passport and winds up in American prison - and the guards don’t want to let her off easy. This slut ends up with a face full of cocks! This ultimate gang-bang scenario has non-stop pounding action as Angel takes all five guys at once. Her hot holes are stuffed, and her ass gets fucked with two cocks at once because these guys don’t want to take turns. Watch this bitch get DP’d until both holes are stretched and spent; then she is cast aside like the whore that she is.

Format: mp4
Duration: 54:03
Video: 1920x1080, AVC (H.264), 9723kbps
Audio: 156kbps





File size: 3.8 GB






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Adriana Chechik The Training Of A Model Or A Slave




On day one, Adriana Chechik is stripped naked and degraded into a puddle of erotic humiliation for your amusement. We then begin the process of putting the pieces back together - just the way we want them. Watch us mind-fuck this silly slut into realizing she actually has a say in what she is to learn during her four days of slave training.
On day two, her fear of the dark intrigues me, so I lock a box on her head and make her search for the key hanging in plain sight as I torment her tender flesh. I hear the muted whimpers through the head-box and it warms my heart to know she is in there all by herself. Before she can recover, I jam her throat full of thick gimp-cock and show her exactly the way I want to see it done. She sucks and slurps like a good little cock-sucker. My pride swells with each gag. She says she likes it in the ass now, and I take full advantage by ordering her into a tormenting reverse cowgirl anal fuck. This is the position that separates the wannabes from real thing. Is she a model, or a slave?
On day three, I put her between a rock and a hard place - she has to choose between the vibe on high, jammed against her throbbing cunt, or the cattle prod. I honestly don’t know what this teaches her, but the sadist in me finds it extremely amusing to watch her struggle between the two. She’s got the gimp’s cock stuffed down her greedy throat before we even get a chance to finish prepping the scene and roll. Watching her chug that thick cock meat down makes me think evil thoughts, and I begin to formulate how to best get her tight little asshole fucked. She is no anal-slut yet but she is well on her way. Her fresh little asshole got fucked for the first time on the Upper Floor only a couple of weeks earlier, and I don’t expect a whole lot but the gimp’s huge dick puts her fine fucking ass to the test.

Format: mp4
Duration: 3:08:48
Video: 1920x1080, AVC (H.264), 3294kbps
Audio: 110kbps





File size: 4.6 GB






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