Plays with Prisoner
Release Year: 2015
Genres: Femdom, Humilation of man
Extreme milking Femdom, Humilation of man action hot video.
Format: mp4
Duration: 22:17
Video: 960x540, AVC (H.264), 4884kbps
Audio: 36kbps
File size: 803.3 MB
Prisoner
Release Year: 2021
Genres: BDSM, Torture, Humiliation, Whipping, Spanking, Pain
Video language: English
In the world that Kate Kenzi was born into prisons are overcrowded and underfunded. The chief warden has been given the task of making the prison system profitable for the greedy elite. Kate is just another prisoner caught up in a much bigger machine. She was found guilty of prostitution based on very little evidence.
Format: mp4
Duration: 38:48
Video: 1280x720, AVC (H.264), 7348kbps
Audio: 105kbps
File size: 2.1 GB
Kate Kenzi - Prisoner
Release Year: 2021
Genres: BDSM, Bondage, Tits Torture
Video language: English
In the world that Kate Kenzi was born into prisons are overcrowded and underfunded. The chief warden has been given the task of making the prison system profitable for the greedy elite. Kate is just another prisoner caught up in a much bigger machine. She was found guilty of prostitution based on very little evidence.
Format: mp4
Duration: 38:48
Video: 1280x720, AVC (H.264), 7348kbps
Audio: 105kbps
File size: 2.1 GB
21sextreme - Antonio takes a prisoner
Release Year: 2011
Studio: 21sextreme
Cast: Lillandra
Genres: bdsm, blowjob, babes, blonde, one on one
Video language: English
Lillandra has become a prisoner to Antonio´s strange love. She´s sworn she won´t go back to him but somehow he dominates her and makes her his slave and she just can´t stop thinking about how erotic it feels. So she´s back in his cage, and suffering but loving every minute of it!
Format: mp4
Duration: 36:45
Video: 960x540, AVC (H.264), 2730kbps
Audio: 153kbps
File size: 777.7 MB
Abbie Lane’s First Day part1
In this first clip Abbie Lane wakes up to find her self locked in prison cell, cuffed in front, and a corrupt guard and Warden starring at her through the bars. The Warden wants to inspect his new prisoner so he has Guard Kristi take her out of the cell and strip her down and then display her naked body for the Wardens pleasure. Next the Warden wants Kristi to hogcuff the prisoner for awhile so in the next part you see Kristi hogcuffing and gagging Abbie in her cell.
Format: mp4
Duration: 8:10
Video: 960x540, AVC (H.264), 2323kbps
Audio: 184kbps
File size: 150.2 MB
Sonya Vibe - Marin Kitagawa Develops Her Anal Hole
Video language: English
In my new video you can see my cosplay of Marin Kitagawa as Prisoner Veronica from My Dress-Up Darling. Marin Kitagawa was looking forward to Wakana Gojo bringing her new cosplay to her. When Wakana brought a new costume, Marin asked him to take a photo of her, because it was the costume of the hot Prisoner Veronica. Kitagawa started posing for Gojo, she became more and more like Veronica, and this photo shoot became more and more explicit and hot. And when Kitagawa's nipple was exposed on her beautiful breasts, she waited for the right moment to knock Gojo out. And while Marin was left alone with herself, she realized that she was very excited. She took a big elf dildo and began to caress her wet pussy with her fingers. She was sucking on the dildo as her two fingers sank deeper into her pussy. Next, Kitagawa took her favorite large glass plug and began to put it in and out, working out her narrow ass with this plug. She got into the role of Prisoner Veronica so much that she wanted to fuck her horny holes hard today. When her ass easily took the plug, Marin began to fuck her juicy pussy with a big dildo. Then she began to masturbate with her legs a dildo on a fucking machine, which completely doused Marin's beautiful legs with hot sperm. But she didn't finish it. Kitagawa played with her butt a little more with the butt plug before pulling it out and taking a large hand shaped reversible dildo. Today her ass wanted more. This dildo was perfect for anal fisting. Marin was so horny that her butt took the toy with great pleasure and ease. She fucked herself with this toy in the ass with great pleasure and she madly liked the feeling of fullness. Then she took the anal hook, inserted it into her fucked ass and continued to fuck herself with a double-sided dildo in her pussy until this dildo filled her pussy with hot creampie. Kitagawa had already been fucked in all her holes, but that was not enough for her. She took another dildo and began to ride it until she had a huge orgasm, her face showed ahegao in ecstasy, and her wet pussy exploded with a huge squirt. After that, the girl completely forgot that she was Marin Kitagawa, now she was only Prisoner Veronica and to live up to her name, she chained herself, inserted an anal hook into her ass, got into a dog pose and let the fucking machine fuck her pussy. Then the fucking machine continued to fuck her in the ass and filled her with creampie. Now Veronica's lustful holes were satisfied and she happily licked the leaked creampie from the floor. At the end of Prisoner, Veronica found herself shackled in a wooden block for her arms and neck, in front of her face was a dildo, which she began to suck with pleasure. At the end of the blowjob, the dildo filled Veronica's mouth with a lot of creampie, and she licked her lips with great pleasure, because it was her best anal fucking and now her anal gape will be even bigger in the future.
Format: mp4
Duration: 43:51
Video: 1920x1080, AVC (H.264), 9804kbps
Audio: 190kbps
File size: 3.1 GB
Dani Made an Example Of
Dani and another young lady are in Jail. They are both cuffed and leg ironed seated in metal chairs. dani is trying to get out of the cuffs and causing a disturbance. Officer Cain has seen it before. One prisoner provokes the others and the next thing you know you have a riot on your hands. He knows that the best solution is to take care of the problem promptly. He walks into the jail and ties a rope around dani's neck. The other prisoner is stunned and hysterical. Bigger jails have separate areas where they can segregate the prisoners, but this is a small jail and officer Cain must improvise. He decides to make an example of dani to deter the other prisoners from following her lead.
Format: mp4
Duration: 16:42
Video: 1920x1080, AVC (H.264), 10066kbps
Audio: 153kbps
File size: 1.2 GB
Arielle Aquinas - Begging Board Bitch
Cast: Arielle Aquina
Genres: BDSM, Bondage, Humiliation, Torture, Vibrator, Dildo
Video language: English
Arielle submits to being a prisoner! Arielle has a story for OT. She explains the horrifying consequences of a terrible law that’s been passed. It’s affected many sex workers already. It’s even put limits on what consenting adults can do in their own homes. OT decides the only way to make any sense of things is with some nice long languishing bondage. He puts Arielle into a collar attached to a board. He pulls her arms back so high she’s straining within minutes. Each contortion makes Arielle strain in a different way. She’s a good little prisoner. She knows how to beg. OT loves it so he teases her. She pleads with him.
Format: mp4
Duration: 57:26
Video: 1280x720, AVC (H.264), 7329kbps
Audio: 106kbps
File size: 3.1 GB
Cindy Dollar - Prisoner milking program (2024)
Release Year: 2024
Cast: Cindy Dollar
Genres: BDSM
Video language: English
More Cindy Dollar! After seeing her recent video, a private prison has asked us to pilot their new work program. There are lots of female inmates and they all have udders. Why not put them to good use? They can be milked 24/7 and the milk can be sold, which should help cover the rising costs of running a prison. You would need special equipment though, a double breast pump and a nursing bra, and restraints to keep the prisoner from interfering with the milking. We ran this test here at our farm cell with Cindy and it looks very promising! She was helpless to stop the pumping, but she still had freedom to walk around in her cell. We might be onto something here!
Format: mp4
Duration: 9:27
Video: 1920x1080, AVC (H.264), 14557kbps
Audio: 187kbps
File size: 1.0 GB
Prisoner Transport Part One Featuring Calico
Genres: BDSM, Bondage, Rope Bondage, Submission, Domination, Torture, Spanking
PD is transporting his prisoner out to his private farm. You may not be able to tell through the hood, but Calico is actually quite excited. She loves bondage and she knows that the farm is the place where he has his greatest ideas. He has an excellent one before they even get there. A weighted clamp will sway with the motion of the vehicle. This one sends a sharp jolt into her clit whenever it swings into the small bucket beneath her.
Her day actually starts when she gets to the barn. Calico thought PD was the worst of it, but he was not even interested in showing her what real pain was. Dee was just waiting for this delivery. Once Calico is unloaded SD gets her chance to play. She puts clamps onto the most sensitive places she can find and makes Calico scream.
Format: mp4
Duration: 34:21
Video: 1280x720, AVC (H.264), 1406kbps
Audio: 125kbps
File size: 386.2 MB
Hot prisoner dominated hard - Summer Hart & London River
Release Year: 2018
Cast: Summer Hart, London River
Genres: BDSM, Bondage, Torture, Humiliation, Vibrator
Video language: English
London River has OT procure Summer Hart for her collection. The burlap felt scratchy against my face. As I was pulled from the street I didn't know what would happen to me. He manhandled me to his dark basement. There was another prisoner there. She promised to help me, but I don't think she meant it. The fear I felt being taken by such a person only worsened as time went on. Each position she put me in was harder than the last. She wasn't nice to me either. She used me and touched me however she wanted. The gag in my mouth made it difficult for me to protest. She seemed to like my butt. Maybe that will keep me safe. If I just let her play with it for a while she might let me go. If I let her penetrate it maybe she wont hurt me anymore.
Format: mp4
Duration: 50:19
Video: 1280x720, AVC (H.264), 7435kbps
Audio: 106kbps
File size: 2.7 GB
Prisoner - Kate Kennedy
In the world that Kate Kenzi was born into prisons are overcrowded and underfunded. The chief warden has been given the task of making the prison system profitable for the greedy elite. Kate is just another prisoner caught up in a much bigger machine. She was found guilty of prostitution based on very little evidence.
Without her knowledge or consent she was transferred to a penal facility wherein she would face some of the harshest treatment imaginable. At the INSEX production studio Kate became the subject of SadoMasochistic Pornography. The cruel prison guard took everything from her. Her fear, her pain, her sex, and her dignity.
As it was explained to her during her physical examination she was given something to enhance her sensations. Everything feels more intense. The pain is more painful. The pleasure is more pleasurable. As her first production draws to a close it sets in that she was given a life sentence.
Format: mp4
Duration: 38:48
Video: 1280x720, AVC (H.264), 7348kbps
Audio: 105kbps
File size: 2.1 GB
Prisoner Moore and the Counselor
Cast: Mr. Pete ,Mason Moore ,Bella Rossi
Genres: Fetish ,Shackle ,other hair color ,Squirting ,Female Slave ,Cage ,Facefucking ,Rope Bondage ,natural boobs ,brunet ,Big Tits ,Vaginal Penetration ,Slave ,Submission ,Brunette ,Leather Cuffs ,Ball Gag ,Collar ,fake boobs ,Stud
Video language: English
Two hot busty women, Mason Moore and Bella Rossi, get dominated, bound and fucked in prison by a ruthless guard, Mr. Pete. After being stripped, sprayed down and fucked while restrained in the shower room, Prisoner Moore is visited by her counselor, Bella. The guard frames Bella and then proceeds to use both women as sex slaves in his prison. Hot threesome action and squirting orgasms in this fun erotic fantasy!
Format: mp4
Duration: 52:32
Video: 1280x720, AVC (H.264), 2929kbps
Audio: 122kbps
File size: 1.1 GB
Swept Away
Samantha Rone is the kind of pretty that you spend years pining after. She's the kind of girl you make plans to capture and keep in your basement. You'd never guess, but she'd be ever so pleased to be your prisoner. Behind those gorgeous blue eyes there's a kinky little freak. You can tell by that giant smile when OT slaps her hard across the face.
OT tapes Samantha's mouth shut. He loves her smile, but he needs to get down to business and her sweet little laugh is too distracting. Once OT has warmed her up with the flogger her cuts her panties off and plays with her beautiful cunt. She enjoys that just as much as she enjoys being hit.
Samantha loves bondage, but OT can only stand her enjoyment for a while. At some point he needs to see his women suffer. Samantha doesn't disappoint. With her feet pulled up painfully behind her and her hair pulled back she weeps openly. Sure enough they are the sweetest little tears you've ever seen.
Format: mp4
Duration: 33:02
Video: 1280x720, AVC (H.264), 7339kbps
Audio: 108kbps
File size: 1.8 GB
Prisoner Transport Part One - Calico
Genres: BDSM, BBQ Skewer, Breath Play, Celebrator, Electrical Play, Framed Nipple Clamps, Hood, Leather Straps, Legs Spread, Metal Bondage, Metal Collar, Nipple Clamps, Orgasm, Pussy Clamps, Vibrator
Video language: English
PD is transporting his prisoner out to his private farm. You may not be able to tell through the hood, but Calico is actually quite excited. She loves bondage and she knows that the farm is the place where he has his greatest ideas. He has an excellent one before they even get there. A weighted clamp will sway with the motion of the vehicle. This one sends a sharp jolt into her clit whenever it swings into the small bucket beneath her.
Her day actually starts when she gets to the barn. Calico thought PD was the worst of it, but he was not even interested in showing her what real pain was. Dee was just waiting for this delivery. Once Calico is unloaded SD gets her chance to play. She puts clamps onto the most sensitive places she can find and makes Calico scream.
Format: mp4
Duration: 34:21
Video: 1280x720, AVC (H.264), 1406kbps
Audio: 125kbps
File size: 386.2 MB
Calico - Prisoner Transport Part One
Release Year: 2010
Studio: Infernalrestraints
Cast: Calico
Genres: BBQ Skewer, Breath Play, Celebrator, Electrical Play, Framed Nipple Clamps, Hood, Leather Straps, Legs Spread, Metal Bondage, Metal Collar, Nipple Clamps, Orgasm
Video language: English
PD is transporting his prisoner out to his private farm. You may not be able to tell through the hood, but Calico is actually quite excited. She loves bondage and she knows that the farm is the place where he has his greatest ideas. He has an excellent one before they even get there. A weighted clamp will sway with the motion of the vehicle. This one sends a sharp jolt into her clit whenever it swings into the small bucket beneath her.Her day actually starts when she gets to the barn. Calico thought PD was the worst of it, but he was not even interested in showing her what real pain was. Sister Dee was just waiting for this delivery. Once Calico is unloaded SD gets her chance to play. She puts clamps onto the most sensitive places she can find and makes Calico scream.
Format: mp4
Duration: 34:21
Video: 1280x720, AVC (H.264), 919kbps
Audio: 124kbps
File size: 264.4 MB
Infernalrestraints - Prisoner Transport Part One
Release Year: 2010
Studio: Infernalrestraints
Cast: Calico
Genres: BBQ Skewer, Breath Play, Celebrator, Electrical Play, Framed Nipple Clamps, Hood, Leather Straps, Legs Spread, Metal Bondage, Metal Collar, Nipple Clamps, Orgasm
Video language: English
PD is transporting his prisoner out to his private farm. You may not be able to tell through the hood, but Calico is actually quite excited. She loves bondage and she knows that the farm is the place where he has his greatest ideas. He has an excellent one before they even get there. A weighted clamp will sway with the motion of the vehicle. This one sends a sharp jolt into her clit whenever it swings into the small bucket beneath her.Her day actually starts when she gets to the barn. Calico thought PD was the worst of it, but he was not even interested in showing her what real pain was. Sister Dee was just waiting for this delivery. Once Calico is unloaded SD gets her chance to play. She puts clamps onto the most sensitive places she can find and makes Calico scream.
Format: mp4
Duration: 34:21
Video: 1280x720, AVC (H.264), 919kbps
Audio: 124kbps
File size: 264.4 MB
Samantha Rone Swept Away
Release Year: 2017
Cast: Samantha Rone, OT
Genres: BDSM, Bondage, Humiliation, Torture
Video language: English
Samantha Rone is the kind of pretty that you spend years pining after. She's the kind of girl you make plans to capture and keep in your basement. You'd never guess, but she'd be ever so pleased to be your prisoner. Behind those gorgeous blue eyes there's a kinky little freak. You can tell by that giant smile when OT slaps her hard across the face.
OT tapes Samantha's mouth shut. He loves her smile, but he needs to get down to business and her sweet little laugh is too distracting. Once OT has warmed her up with the flogger her cuts her panties off and plays with her beautiful cunt. She enjoys that just as much as she enjoys being hit.
Samantha loves bondage, but OT can only stand her enjoyment for a while. At some point he needs to see his women suffer. Samantha doesn't disappoint. With her feet pulled up painfully behind her and her hair pulled back she weeps openly. Sure enough they are the sweetest little tears you've ever seen.
Format: mp4
Duration: 33:02
Video: 1280x720, AVC (H.264), 7339kbps
Audio: 108kbps
File size: 1.8 GB
Swept Away - Samantha Rone
Release Year: 2017
Genres: BDSM, Bondage, Rope Bondage, Submission, Domination, Torture, Spanking
Video language: English
Samantha Rone is the kind of pretty that you spend years pining after. She's the kind of girl you make plans to capture and keep in your basement. You'd never guess, but she'd be ever so pleased to be your prisoner. Behind those gorgeous blue eyes there's a kinky little freak. You can tell by that giant smile when OT slaps her hard across the face.
OT tapes Samantha's mouth shut. He loves her smile, but he needs to get down to business and her sweet little laugh is too distracting. Once OT has warmed her up with the flogger her cuts her panties off and plays with her beautiful cunt. She enjoys that just as much as she enjoys being hit.
Samantha loves bondage, but OT can only stand her enjoyment for a while. At some point he needs to see his women suffer. Samantha doesn't disappoint. With her feet pulled up painfully behind her and her hair pulled back she weeps openly. Sure enough they are the sweetest little tears you've ever seen.
Format: mp4
Duration: 33:02
Video: 1280x720, AVC (H.264), 7339kbps
Audio: 108kbps
File size: 1.8 GB
Fist Fucking The Warden
Cast: Bobbi Starr , Noir ,Anjanette Astoria
Genres: Strap On ,mixed ,Facesitting ,shaved ,slim ,Fingering ,BDSM ,switch ,Anal ,Brunette
Video language: English
Welcome MILF star Anjanette Astoria to WhippedAss. In this women in prison role play update Anjanette plays the strict and sexy warden while Bobbi Starr is the trouble making lesbian prisoner with her sexy side kick Noir. The two girls come up with a scheme to steal the wardens keys and take her hostage in her own office. Of course the warden has a few secrets of her own and the prisoners make sure to exploit every single one of them. Anjanette has been wanting to shoot for Kink for some time to explore her curiousness with punishment and bondage. Anjanette is tougher than nails and gets flogged, clamped, fist fucked, spanked, made to worship feet and strap-on ass fucked.
Format: mp4
Duration: 1:04:07
Video: 1280x720, AVC (H.264), 4882kbps
Audio: 122kbps
File size: 2.3 GB