Bad Girls Get Punished
Release Year: 2022
Video language: English
When the notorious felon, Racquel is finally captured and handed over to Warden crews for a lengthy prison term, the warden couldn't be happier. Once Racquel was locked into a prison cell with the rest of her gang, the warden could take satisfaction in knowing that these "Bad News Bitches" were permanently on ice. Unfortunately for the warden, Racquel has a different agenda.
Format: avi
Duration: 1:01:59
Video: 640x480, XviD, 1983kbps
Audio: 218kbps
File size: 1.0 GB
Lola: The Bad Warden part 3
In the final part of this series Lola Lynn gets a penis gag put in her mouth, heavy weighted chinese legirons, and a straitjacket. She is taken back to the hole where she has a chain attached to her collar. She is left there until the warden comes to see her. He is still pissed off, but wants to give her a chance to make up for it. He pulls out his cock again and has her up on her knees. She starts sucking and this time she knows better than to bite the warden. She finishes the job this time and as a reward the warden squirts his load onto her face. He thanks her and leaves her alone in the hole still in her straitjacket, collar, and heavy legirons.
Format: mp4
Duration: 11:59
Video: 720x480, MP4V, 1418kbps
Audio: 124kbps
File size: 135.6 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
Warden Lola Interviews New Guard Part1
In this series Lola is at her desk when there is a knock at the door. To her surprise it is Warden Bruno. He had the day off and decided to come and visit. Lola tells him about her day and that things have been getting so busy that she is interviewing guards to hire for more help. Before long Warden Bruno has her cuffed behind her back, on her knees, sucking his cock. Before long they are interrupted by Tony telling Lola that the first guard for an interview is there. Bruno takes her cuffs off and they tell Tony to send her end. Tony leaves and comes back with Anna Belle. She meets and shakes hands with everyone and then sits down for the interview. After some talking it is decided Anna Belle needs to demonstrate some of her skills. Warden Lola tells Tony to and get a prison, but Bruno has a better idea. He thinks they should use Lola for the demos. Lola doesn’t want to, but Bruno is her boss. Before Lola knows she is on the ground and hogcuffed by Anna Belle. She thinks this is the end, but Tony and Bruno talk about what Anna Belle needs to learn and demonstrate next. They have Anna Belle get Lola up and take her to a search table.
Format: mp4
Duration: 14:44
Video: 768x576, MP4V, 1742kbps
Audio: 124kbps
File size: 201.8 MB
Zirael Rem - Squirt game
Cast: Zirael Rem
Genres: Blowjob, Brunette, Cumshot, Doggystyle, Rimming, Russian Girls, Squirt, Unifor
Video language: English
You gonna see passion sex between warden and player. First you will enjoy watching blowjob from both points of view, the second part is doggy style fuck (face view and pussy ass view), after this, warden will lick player's pussy and finger it, then fuck pussy in standing positions. The end of the video you will see how player is riding warden's cock, closeup view with squirt and cum on pussy!
Format: mp4
Duration: 29:14
Video: 1920x1080, AVC (H.264), 20293kbps
Audio: 309kbps
File size: 4.3 GB
Warden Lola Interview’s New Guard part 3
In part 3 Bruno has Tony take Anna Belle on a tour of the prison. While they are gone Bruno spends some quality time with Lola getting his cock sucked. She goes down on his cock still in her chains and shackles. Before they get too far along though Tony comes back in with Anna Belle. It’s decided by Bruno that Anna Belle should practice putting a prisoner in a cell and that she should take Lola down to a cell. Warden Lola is not happy about this at all, but doesn’t have much of a choice. Anna Belle takes her down to a cell and helps her sit down and then locks her in. Warden Lola is left alone still wearing her shackles, lock box, and crotch chain.
Format: mp4
Duration: 8:56
Video: 768x576, MP4V, 1583kbps
Audio: 123kbps
File size: 112.0 MB
The Warden
Cast: Ariel X ,Princess Donna Dolore
Genres: Pussy Eating ,slim ,Humiliation ,Corporal Punishment ,natural boobs ,Dominatrix ,Anal ,Femdom ,Bondage ,LezDom
Video language: English
In this week’s update Princess Donna plays a horny prison warden, who takes pleasure in tormenting and fucking her inmate Ariel X. After Donna has subjected Ariel to hard anal pounding with electrical toys, fisting, clamps, strap-on fucking, and bondage she gets used as a fuck toy for Princess Donna’s pleasure. With a big cock strapped to her cunt she is made to bang Donna until she cums. When the Warden has had her fun she locks Ariel back in her cell to wait for another day of domination and fucking.
Format: mp4
Duration: 51:23
Video: 1280x720, AVC (H.264), 2929kbps
Audio: 122kbps
File size: 1.1 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
Play Pen
Video language: English
At the nys penitentiary known as 'The Playpen', the gals behind bars are used to getting their way. That is, until Warden Fishbone is replaced by tyrannical Warden Kahn. With their fun formally shut down, the gals must use some friendly persuasion to get Kahn to see their way - a task that's harder than it seems. Meanwhile, a conniving con-girl creates the perfect stud in her cell - except for one small problem.
Format: mp4
Duration: 1:16:08
Video: 640x480, AVC (H.264), 1949kbps
Audio: 187kbps
File size: 1.2 GB
Kenzie Taylor - Her Guilty Secret FullHD 1080p
Release Year: 2022
Cast: Kenzie Taylor
Video language: English
Sara (Bella Blu) is talking with her parent, Sadie (Kenzie Taylor). They're awaiting the arrival of Sara's boyfriend, who Sara has been dating for a few weeks. This will be Sadie's first time meeting the boyfriend, although Sara says she's already told him that Sadie is a prison warden - in fact, he's been making jokes about what it would be like to have a prison warden for an in-law..
Format: mp4
Duration: 41:28
Video: 1920x1080, AVC (H.264), 4412kbps
Audio: 187kbps
File size: 1.4 GB
Blonde Prison Warden With Big Tits Gets Gangbanged new bdsm porn videos
Release Year: 2024
Cast: Samantha Sin, Tee Reel, Mickey Mod, Rico Strong, Mark Davis, Black Maverick
Genres: BDSM, Bondage,Cage, Chains, Choking, Corporal Punishment,Domination, Double Penetration, Facefucking, Fetish, Gangbang, Role Play, Rope Bondage, Rough Sex,Submission
Video language: English
In this fantasy roleplay update Samantha Sin plays a sexy prison warden who accidentally drops her keys on the way to the restroom. When she gets back the prisoners grab her and have their way with her, in every hole she has! Locked in a cell without pussy for so long these boys are ready to have their revenge!
Format: mp4
Duration: 54:46
Video: 1280x720, AVC (H.264), 4882kbps
Audio: 122kbps
File size: 2.0 GB
Sexy Blonde Prison Warden With Big Tits new bdsm porn videos
Release Year: 2024
Cast: Samantha Sin, Tee Reel, Mickey Mod, Rico Strong, Mark Davis, Black Maverick
Genres: BDSM, Bondage,Cage, Chains, Choking, Corporal Punishment,Domination, Double Penetration, Facefucking, Fetish, Gangbang, Role Play, Rope Bondage, Rough Sex,Submission
Video language: English
In this fantasy roleplay update Samantha Sin plays a sexy prison warden who accidentally drops her keys on the way to the restroom. When she gets back the prisoners grab her and have their way with her, in every hole she has! Locked in a cell without pussy for so long these boys are ready to have their revenge!
Format: mp4
Duration: 54:46
Video: 1280x720, AVC (H.264), 4882kbps
Audio: 122kbps
File size: 2.0 GB
Chastity Prison: Cobie 720p
Cast: Cobie
Genres: BDSM, Torture
Cobie, a former teacher, was framed by two of her students for sexual misconduct and will serve thirty years at the infamous 'Chastity Prison'. Having already served 8 months, Cobie is still not used to the unique 'prison warden' locked around her waist, a chastity belt. Then again, no one held at the Chastity Prison is used to living in a locked belt, the belt safely guarding their intimate and sensual body parts. Cleaning breaks provide some relief, free of the belt's metal embrace. But she dares not touch herself, for fear of more harsh punishments from the Warden and her guards.
Format: mp4
Duration: 4:52
Video: 1280x720, AVC (H.264), 1704kbps
Audio: 204kbps
File size: 68.0 MB
Raw Joxxx Porn Prison vol.2
Cast: Jack Warner (II), Riley Ward, Kyle Prince, Atlas Grant, Aiden Ward, Matt Ryder, Tyler Reed
It keeps happening! Models who think they can break the rules in the porn house and get away with it. This time the Warden, played by Tyler Reed, Lays Down the Law in Porn Prison 2 when the sluts he hires keep breaking the rules. The Warden doesn't believe in solitary confinement, instead he makes them work for his load.
Scene one:
New to porn, Jack Warner was on his very first set with Tyler Reed's studio and in between sets. He was horny so figured he would video chat his hot boyfriend to help him get his big cock off. He just got nicely hard when Tyler Reed walks into the room and catches him. He just realized he broke Tyler's - no touching yourself between sets - rule and was in big trouble. Tyler starts slapping his ass hard and making it sting, then drops his pants and make him suck him deep. He wasn't sure if this was punishment, but he was enjoying it. Before he knew it, he was face down and Tyler's huge body and thick cock was on his ass power fucking him and reminding he was there to please the Warden!
Scene two:
Kyle Prince is a big ass slut and loves his ass loaded. Only thing more he likes is making a video of him pushing out the loads out of his ass and posting it on twitter for his fans to see. What Kyle didn't expect is for the producer - Tyler Reed - to see his post on twitter. Tyler was fuming that Kyle pushed out all those lost from his last scene onto Tyler's white carpet. Tyler storms into the bedroom to confront Kyle and Kyle being the sassy little bitch that he can be, smart mouthed Tyler and well that was the end of that. Tyler made Kyle eat the cum off the carpet before giving him a massive ass slapping and ass fucking making him his next prison bitch.
Scene three:
Riley Ward was on his first porn set for Tyler Reed and had a couple hours before his next shoot in Las Vegas. He had a buddy come over and dump a load in his big ass knowing he was not supposed to have off camera sex. His fuck bud no sooner leaves and Tyler walks in to wake him up when Tyler discovers his ass is full of lube and cum. He was not prepared for Tyler to go all ape shit on his ass, but he did and he kinda liked it. He loves being in prison and being everyone's little prison bitch!
Scene four:
Matt Ryder was relaxing getting ready for his first scene with Tyler Reed's studio, when Atlas Grant comes in and notices this hottie. Atlas has a thing for hairy hot men and Matt definitely fit the bill. Atlas started flirting with Matt to get him to have sex, but Matt resisted his advances, because he didn't want to break Tyler's number one house rule - no off- camera sex. Atlas kept on and finally Matt gave in because he was so fucking horny. They no sooner get naked and making out and Big hears them and comes into the room. Fuck, Atlas Grant knows he is in shit and tries to get out of it. This is not gonna end well for him and you will be shocked as to what happens next!
Format: mp4
Duration: 1:29:55
Video: 1920x1080, AVC (H.264), 5854kbps
Audio: 124kbps
File size: 3.9 GB
Ashlynn Leigh, caught smoking while working
Cast: Isis Love ,Ashlynn Leigh
Genres: Straight ,Smoking ,Cattle Prod ,bottom ,Pussy Eating ,Fingering ,Muscle ,white ,Metal Plug ,shaped
Video language: English
In a city like San Francisco, smoking cigarettes is a crime without comparison. While thieves, and bankers might be taught the error of their ways and rehabilitated, the smoker is a degenerate who deserves no mercy.
Or so teacher’s assistant Ashlynn Leigh learns when Bobbi Starr, the dean, catches her while taking a few drags and thinking about flavor country in the locker room. As punishment for the facility’s strict no-smoking policy and for possibly corrupting the students, Bobbi places Ashlynn in a rehabilitation center for 24 hours. Though she protests, the need for a paycheck outweighs her sense of injustice about the situation.
In the rehabilitation center, head warden Isis Love lays down the rules on the otherwise indifferent Ashlynn. Restraining her with handcuffs, Isis shows how the tools of her trade can be the agents of pleasure and pain. Ashlynn is teased with Tasers, sparking with electricity while she removes her clothes for the prurient interests of the warden. Rehabilitation is far from her mind and to start, Ashlynn’s elbows and chest are wrapped, framing her tits for Isis to play with.
Then, with legs spread-eagled on a bed, Isis takes control of Ashlynn’s muscles, the current causing them to spasm at her will. But Isis can’t resist administering as much gratification as she does discomfort, fucking Ashlynn’s worn pussy with an acrylic plug. Isis concludes the sentence with a metal plug in Ashlynn’s ass and a dick-on-a-stick in her cunt, double penetrating her while tied in doggy.
Format: mp4
Duration: 55:06
Video: 1280x720, AVC (H.264), 4882kbps
Audio: 122kbps
File size: 2.0 GB
InfernalRestraints Bondage Is The New Black: Episode 2
Release Year: 2014
Studio: InfernalRestraints
Genres: BDSM, Bondage, Humilation
Previously on Bondage Is The New Black Pepper Channing, Alice Vicks, and Kentucky arrived at the remote farm facility. They tilled the field for the warden. Then they were lead into the barn where pepper was strip searched.
Format: mp4
Duration: 31:04
Video: 1280x720, AVC (H.264), 7255kbps
Audio: 127kbps
File size: 1.6 GB
Traffic Warden Whore
Welcome to the amateur fetish videos! Amateur girl tied up for the very first time!
Format: mp4
Duration: 22:02
Video: 1920x1080, AVC (H.264), 24523kbps
Audio: 101kbps
File size: 3.9 GB
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
The Role Reversal Game
Cast: Simone Sonay ,Ramon Nomar
Genres: BDSM ,brunet ,shaved ,Submission ,Role Play ,MILF ,Vaginal Penetration ,switch ,toned ,Anal
Video language: English
Simone Sonay is our sexy MILF prison warden who always gets what she wants from the prisoners. This time, she wants prisoner Ramon Nomar to give her exactly what she wants, to be treated like a filthy whore! In his cell, she gets roughed up, face fucked, tied up and sodomized, fulfilling her own twisted fantasy!
Format: mp4
Duration: 53:57
Video: 1280x720, AVC (H.264), 4882kbps
Audio: 122kbps
File size: 1.9 GB