Hook Up Walhalla

When Dee Williams was first talking to Matt before they met up, she told him she liked to "play rough". It is very possible that Dee didn't actually know the meaning of the phrase until she found herself chained up and bent over in his house in the woods. She'll learn quickly, though, as she becomes a living advertisement for why you should look into someone more before meeting up for anonymous sex.
It's not all bad for Dee, it turns out she does like playing rough, and every painful position and bit of torment gives her more pleasure. She particularly likes it when Matt puts the fucking machine in her ass and turns it on to its highest setting. Soon enough he's got her squirting all over the place and crying out in orgasm.
Format: mp4
Duration: 47:30
Video: 1280x720, AVC (H.264), 7361kbps
Audio: 109kbps



File size: 2.5 GB


DOWNLOAD FROM FILESMONSTER: Hook Up

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Behind Bars Danielson

O.T. is paying a visit to his accountant to ask about some worrying notices he has received in the mail. The woman at the front desk, Alana Cruise, informs him that someone at the office must have made a mistake, but O.T. knows this is the kind of mistake that can send him to prison. Now, for doing him wrong, he is going to give her a taste of just what happens in prison, so he takes out a needle, sticks it in her neck, and it's lights out for Alana.
When she wakes up she has a leather hood on her head, which O.T. has wedged between two metal bars, and her wrists are shackled to the floor. O.T. pulls up the skirt of her little green dress and rubs his hand over her pussy through her panties. Alana makes scared and upset noises like she wants him to stop. If she doesn't want him to touch her in a nice and friendly way, O.T. is happy to oblige. He ties the back of her panties to a bar over her head and spanks her ass. And then it's time for her to really learn her lesson.
O.T. stands Alana up and has her hold the two metal bars out in front of her, with a smaller pole balanced on the end. Then he takes out a whip and starts lashing at her tits and her ass making her squeal and dance around to try and avoid the pain. If the small bar falls, she gets to find out what happens when you drop the bar of soap in the showers. She holds up well for a while, turning slowly and picking up her feet one at a time to dodge it, but when O.T. whips at her hands she has no choice but to let it drop. Then he sits her down and ties her toes so that her legs are held spread apart and takes out the metal pussy hook and the celebrator to fuck her until she screams. Maybe next time she'll know to do her job.
Format: mp4
Duration: 39:48
Video: 1280x720, AVC (H.264), 7314kbps
Audio: 108kbps



File size: 2.1 GB


DOWNLOAD FROM FILESMONSTER: Behind Bars

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Lisa in the basement East Wallingford

Release Year: 2021
Genres: Ballgag, bondage, breast training machine, nose ring
Video language: English
Lisa is a lovely HuCow with big udders, but we simply can’t put everyone in the barn. So we stored Lisa in the basement. We fitted her with a big new shiny nose ring and cuffed her to a chair. But we didn’t forget about her! Her nipples still red from her last milking, she gets fitted with a huge ballgag for today’s session. Lisa may have big udders, her nipples are still small. We manage to make them 5 times bigger with our electronic breast training machine! That hurts, but it has to be done. Lisa makes nice moo sounds during the entire session and she can only hope this training will be over soon!
Format: mp4
Duration: 8:15
Video: 1920x1080, AVC (H.264), 14675kbps
Audio: 187kbps



File size: 898.6 MB


DOWNLOAD FROM FILESMONSTER: Lisa in the basement

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Just a Whore White Water

This languishing torment is like brainwashing for Lauren Phillips. As she struggles against her chains she hears O.T.'s words echoing in the back of her head. "You're just a whore. Nothing but a dirty whore."
I'm just a whore living in captivity. This is my life; chains, and canes, and endless pain. I'm just a whore and this is my destiny; to have my holes  by whatever device my new master has handy.
I'm not being punished for anything. I know my place. When he whips my back or canes my ass, it isn't because I did something wrong, it's because I am wrong. It's what I deserve. I'm just a whore and this is what I'm good for.
Format: mp4
Duration: 39:27
Video: 1280x720, AVC (H.264), 7298kbps
Audio: 110kbps



File size: 2.1 GB


DOWNLOAD FROM FILESMONSTER: Just a Whore

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Personal Pillory Barnegat Light

Sadie Franklin has been misbehaving and she needs to be punished for it. She claims she doesn't know what her crime was, so she is either a liar or a stupid bitch, but either way it's not going to keep her from getting the beating of a lifetime by her warden. It doesn't matter if she can remember what it was that she did, by the time O.T. is done with her, it will be incredible if she can even remember her own name.
When we first meet Sadie she is bent over, her wrists shackled to a wooden pike and her ass is pointed up in the air. That's just where O.T. wants her for her first round of punishment. He takes out the flogger and starts whacking away at Sadie's back. He wants to see what kind of reaction she gives. He wants to know just how far he can push her, just how much pain and torment he can deliver, before she breaks. Then he takes out his knife to cut away her clothing so he can have easier access to what's beneath it.
After O.T. gets a baseline, Sadie's punishment starts ramping up. She lets out shrieks as she feels the sting of a whip cutting across her back. If she really doesn't know what she did she knows it must have been terrible as she tries to keep track in her head of the number of lashes her transgression has earned her. Soon her back and her ass are covered in painful red marks and she has completely lost track of how many there should be. It doesn't matter anyway because O.T. has grabbed a cane and moved on to her feet. This is just the beginning for Sadie. She has a long hard day ahead of her.
Format: mp4
Duration: 40:11
Video: 1280x720, AVC (H.264), 7357kbps
Audio: 108kbps



File size: 2.1 GB


DOWNLOAD FROM FILESMONSTER: Personal Pillory

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Denial Simaoi

There is no release coming for platinum blonde babe Dresden. She has a day ahead of her that is nothing but torment, and most girls get paid off in exquisite orgasms throughout the experience, but Dresden is not so lucky. It isn't anything she did, or anything about her. She is sexy as hell. She has a fit body with tight curves that beg to be handled by a strong man. She has a tight, wet pussy that begs to be fucked. But most of the begging today is going to come from her mouth, as she breathlessly asks O.T. for permission to have an orgasm.
Normally a girl is locked in so tightly that they have no wiggle room, but with a body as fine as her's it is kind of nice to watch her struggle a bit. Instead of just locking her shackles to the floor, O.T. strings them along some metal cable, the same type he's using to gag her so that she drools all over herself. It gives her enough play to give her the false hope that she could get away from his whip, but not nearly enough to actually let her crawl to safety.
Format: mp4
Duration: 52:35
Video: 1280x720, AVC (H.264), 7358kbps
Audio: 110kbps



File size: 2.8 GB


DOWNLOAD FROM FILESMONSTER: Denial

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Gotta Have Heart! Fortine

It doesn't matter how much she says she doesn't want it, Sasha Heart is going to be getting some tough attention from O.T. today. He's got to have her and she's got to hold on tight and hope that whatever he is planning, he gets it over with soon. She is freaking out the second that she sees him, but Sasha can't stop him. He can do anything. He takes his time, letting her panic build as he runs his hands over body, outside of her clothes, before he strips her naked and starts to play with her tits. He grabs her by the pussy and instantly tears are in her eyes. And the worst is yet to come.
Sasha is soon screaming, begging O.T. to be more gentle. He zaps her with his high voltage prod to make sure she knows exactly how badly he can hurt her. Rumor has it that this girl is a squirter, and if that's true then O.T. is going to be tormenting her snatch for hours. Sure enough, some quality time with the hitachi has her fountaining across the dungeon floor. Too bad for her, but good news for him. Now he knows he won't get bored for a quite a while.
There is no escape. The bondage keeps her pussy out in the open while he pounds it with every dildo he has on hand. She's barely able to get a word out through her cum  delirium, and she's wasting her breath complaining that he's going too deep. The unrelenting tool splits her snatch and her body betrays her, almost knocking her out with the intensity of the orgasm.
Format: mp4
Duration: 36:53
Video: 1280x720, AVC (H.264), 7326kbps
Audio: 111kbps



File size: 2.0 GB


DOWNLOAD FROM FILESMONSTER: Gotta Have Heart!

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Constance - Taken For A Little Ride Gabbs

Release Year: 2019
Genres: BDSM, Rope, Bondage
Video language: English
Constance is sitting at her desk when suddenly she's presented with the figure of a man she doesn't know and definitely doesn't belong in her office. She asks him who he is and he tells her that doesn't really matter before moving around to the back of the desk and grabbing her forcing her to bend over the desk where he takes the rope he has in his pockets and starts wrapping it around her elbows and wrists binding her tightly. With her arms secured he takes a black ballgag and shoves it into her mouth buckling it and muffling her cries of distress. Lifting her up off the ground he puts her on the rug in front of her desk before taking another piece of rope and binding her ankles. A hogtie completes her bondage and he tells her that if she's not going to tell him what he wants to know then he's going to have to take her on a little car ride. She's horrified at the notion of being taken and squeals through the gag before trying desperately to escape from the ropes holding her tightly while he's gone. He returns and unties her hogtie rope before lifting her and carrying her out.
Format: mp4
Duration: 19:33
Video: 1280x720, AVC (H.264), 4886kbps
Audio: 187kbps



File size: 727.2 MB


DOWNLOAD FROM FILESMONSTER: Constance - Taken For A Little Ride

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Christina & Serene - Forced to Tie Up My Busty Roommate Tomball

Release Year: 2017
Genres: BDSM, Rope, Bondage
Video language: English
Christina and I were sitting on the couch when a man just walks right in our front door. He tosses rope at us and tells me to tie her up. Neither one of us wants to get hurt so we comply, though we aren't happy about it. I start by tying her wrists together but the man forces me to bind her elbows as well. He orders me to tie her ankles after that and Christina places her legs on my lap so I can reach them.The man hands me 2 pairs of panties and a roll of silver tape. Christina asks whose panties they are and the man tells her he grabbed them from the last house. He forces me to stuff a pair in her mouth and then wind the tape around her head to gag her, I try to tell her to just get it over with, but she still winces with disgust as I shove them inside. He instructs me to gag myself the same way I gagged Christina and I stuff the panties in my own mouth, sealing them in with the silver tape.My arms get tied very tightly behind my back at the wrists and elbows, and I get a matching ankle tie. He runs his hands over my pantyhose covered legs enjoying the silky texture of my nylons. Christina manages to get her wrists partially untied and the man tells her to stop trying or else. Once he finishes my ankles, he re-ties her wrists making sure she won't get out of it again.The man leaves to go check the house and we struggle in the ropes trying to get out. We decide to try to make it towards the door and we slowly hop towards it, trying desperately not to fall. He hears all the noise and comes back to check on us and discovers our plan. He grabs another rope and ties 2 of our legs together to make any chance of hopping a lot more difficult.Once he leaves us alone again, we try to stand up again but our hips get in the way knocking one of us down and then the other. We decide to slide along the couch towards the door moving very slowly and very carefully. We make it to the chair but still can't reach the door. The man returns and unties our legs from each other, he tosses me over his shoulder and carries me to the bedroom. Christina tries to get to the door, but he comes back and scoops her up carrying her to the bedroom as well for a little more intimate fun..
Format: mp4
Duration: 14:23
Video: 1280x720, AVC (H.264), 7340kbps
Audio: 187kbps



File size: 793.8 MB


DOWNLOAD FROM FILESMONSTER: Christina & Serene - Forced to Tie Up My Busty Roommate

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Cuntfessions Sweetwater

Release Year: 2016
Cast: Samsara
Genres: BDSM, Bondage, Humiliation
Video language: English
Samsara has got to be one of the whiniest models Matt Williams has ever come across. Every single thing he goes to do to her she begs away from, begs for forgiveness, but Matt is here to make it clear that she is begging the wrong person. The only one who can pardon her, forgive her, release her from her torment, is God, and so he should be the one she is asking. And since the path to righteousness is penance, Matt is going to help Samsara along with that.Matt provides her with a ball gag and a blindfold so that all she can experience is the pain of her punishment. He ties her legs so that they are spread apart and uses rope to create a harness for her breasts so tight and thorough that her tits turn a dark purple from the cut off circulation. Then he ties her neck rope to the ceiling so that she is choking herself, and starts caning her tits, her ass, and whatever other piece of her body he can reach. She lets out cries of pain that are muffled by her ball gag and send drool spilling down onto her chest, but she isn't done repenting for her sins yet, and Matt isn't done having fun with her.He ties Samsara so that she is lying face down on top of a box with her ankles tied to her hair, holding both her legs and her head up a few inches off the box. He removes her gag, then he comes in hard with the flogger, beating her ass as she lets out screams and moans pleading with him for mercy. But mercy isn't his job, his job is to make her feel the pain of her penance, and so he goes on. He takes out the hitachi and vibrates her pussy until she can't cum anymore and makes her plead directly with her god if she wants any rest tonight.
Format: mp4
Duration: 44:28
Video: 1280x720, AVC (H.264), 6744kbps
Audio: 110kbps



File size: 2.2 GB


DOWNLOAD FROM FILESMONSTER: Cuntfessions

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Strip Shockinaw with Candle and Kimberly (Bonus Scene) Liege

We've seen both of these girls before, but never together, and here they are to play a brand new game. And it's absolutely shocking. (Believe me, there are far worse electricity-related puns to come.)
The game itself is simple. Each player holds a handle, while a light flashes red and an annoying sound plays. As soon as the light turns green and the sound stops, the girls have to press a button on their handle as quickly as possible. Whoever hits her button last has to take something off. Oh yeah, and she gets a painful electric shock.
The same thing happens if either girl gets overly excited and presses her button before the music stops. (By the way, you can pretty much ignore Candle's explanation of the rules... she was kind of confused. Hey, she's a blonde.)
Format: mp4
Duration: 13:50
Video: 1280x720, AVC (H.264), 2149kbps
Audio: 184kbps



File size: 237.3 MB


DOWNLOAD FROM FILESMONSTER: Strip Shockinaw with Candle and Kimberly (Bonus Scene)

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Slave Tester New Scene Swiss

Release Year: 2021
Video language: English
We have decided that due to the nature of our training days, the intensity to the slave and the organisation and time involved from the team tester sessions like this may prove a good idea for slaves that are either unowned or new to slavery so expect more of these shorter sessions in advance of full training days in the future. Slave 35 is however owned and extremely submissive and needs to be used daily. We test that submissiveness and see if it will degrade itself if ordered to.
Format: Windows Media
Duration: 27:53
Video: 720x480, Windows Media Video 9, 1475kbps
Audio: 93kbps



File size: 320.3 MB


DOWNLOAD FROM FILESMONSTER: Slave Tester New Scene

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Tinker Toy Orange Springs

Phoenix Rose is a lovely and giving girl. Today she has even gone so far as to completely give herself to O.T. as a little play toy. O.T. is so excited and grateful for the gift and he wants to prove it in the only way he knows how: brutal bondage and multiple intense orgasms. He bends Phoenix over, takes out his trusty knife, and cuts away her panties so that he can get a good look at her and really get to work.
He starts off nice and simple with an old favorite of his, the cane. He swings it at her ass and the noise that comes off it is absolutely lovely, but not quite as good as the noises coming out of Phoenix. Her shrieks get higher pitched and more entertaining when he takes out the cane and starts beating it hard against her bare back until it turns pink. She squirms a bit, but the belt bondage around her wrists and ankles keeps her firmly in place, like a doll in her packaging.
After that out come the vibrators and the metal ass hook. He fucks her ass and alternates using the hitachi and the celebrator, two of our most powerful and intense vibrators, until she squirts all over herself. Cumming like that after so much build up from the beating must be a lot to take, so naturally he decides she deserves another go at it. This time she gets to take the metal hook in her pussy which adds even more pleasure. What a lucky toy Phoenix turned out to be.
Format: mp4
Duration: 37:17
Video: 1280x720, AVC (H.264), 7303kbps
Audio: 108kbps



File size: 2.0 GB


DOWNLOAD FROM FILESMONSTER: Tinker Toy

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Sitting Pretty Leverett

Charlotte Sartre thinks she is on a simple shopping trip, just like any other weekend. She goes into a furniture store, looking for some kind of chair to help furnish her new apartment, and O.T. is more than happy to help her look around his shop. She says she doesn't need anything too comfortable, which is good since the array of chairs he had are all made of metal pipes bent into strange shapes. Eventually she sits down on one, her legs spread by the metal, and O.T. locks her neck into a metal collar. A girl with this little common sense doesn't deserve to get out of that bondage, but O.T. knows what she does deserve.
O.T. ties Charlotte's hair into pigtails and wraps them across her face and through her mouth to make a gag, which he then tapes in place with masking tape. With her legs open wide, her tights are exposed, so he takes his knife and cuts out the crotch from them so he can better reach between her legs. He takes the piece of fabric he cut away, balls it up, and sticks it in her nose so she has an even harder time breathing. Then he rubs his hand over her pussy through her panties to get her ready for their next activity.
Charlotte is shackled onto a pole, her wrists and ankles locked in in some heavy metal bondage, and a metal wire gag laced through her mouth and pulling at the sides of her lips and her cheeks. That only hurts, but doesn't do a great job keeping air from getting in or out, so O.T. pulls a plastic bag over her head to help with some breath play. Then he starts whipping and flogging her body. Each ragged breath and each whine she tries to let out only makes her more aware of the suffocation and makes her more scared. What happens next will have you at the edge of your seat.
Format: mp4
Duration: 35:58
Video: 1280x720, AVC (H.264), 7291kbps
Audio: 109kbps



File size: 1.9 GB


DOWNLOAD FROM FILESMONSTER: Sitting Pretty

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