Starlet Gets Surprised at Interview

Devilynne is an up and coming starlet and she’s looking for her big break when she finds herself in O.T.’s office. She’s determined to get the job, but he doesn’t seem too sure about her. He says that he can tell a lot about a girl from the smell of her panties. It seems odd, but she waits until he looks away and removes them for him to sniff, and clearly he smells something promising, because she gets the job. Devilynne is about to learn first hand, though, that there is no easy way to the top, as she finds herself gagged and tied up in leather straps on the floor surrounded by people waiting to touch her.

O.T. sets her up, laying her down on her stomach and strapping her ankles to her neck in a hog tie. Then Matt Williams sticks a stocking over her head and gives her an electrical tape gag and blindfold, tying the stocking to her feet as well so that her head is held up. O.T. pulls up her skirt so he can tickle her and she starts screaming, so he decides he’d better give her something to scream about. He takes out a cane and starts beating her ass and her feet.

He sits her up with her legs spread by two wooden posts and sticks a bit gag in her mouth. She knows she’s stuck. She doesn’t struggle. She sits there waiting for whatever O.T. will deliver next. He brings a dragon tail over and lashes at her ass and pussy with it. In no time she is crying and drooling all over herself. Then it’s time for him to share a keepsake with her. He pulls out his phone and shows her a video from earlier in the night a dick being stuffed down her throat, and that gets more screams than even the beating. She can’t take seeing herself that way, but she has no choice. Just like she has no choice in whether or not O.T. is going to make her cum.
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Book Keeper Gets One For the Books

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.
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A Kiss With a Fist

Katy Kiss came into our dungeon looking all cute and done up for her show. She wore a tiny red dress, high heels, and sexy sheer black stockings that make her legs absolutely irresistible. She even did her make up precise with fancy winged eyeliner. O.T. really likes that look on her, but what he likes more is seeing how easily he can make such a pretty, composed girl crumble completely into a heap with just a few of his favorite toys.

Katy starts out in a metal collar with her hands shackled to a frame just low enough so that she has to keep her ass sticking out to stand. O.T. takes the opportunity to get a feel for her body, running his hands over her tits, down her sides, and all over her ass, even taking a moment to spank her. Then, when his urges get the better of him, he moves her so that she is down on all fours on top of a table and lets her enjoy herself. He slips an ass hook inside of one hole and a dildo in the other, then he turns on the celebrator vibrator and starts fucking her. Katy can hardly take the double penetration, letting out shrieks and getting wetter every second.

Then it’s back to O.T.’s kind of fun. He puts Katy down on her knees, holding her upright with a metal collar on a frame so that he can see her sexy body stretched out for him. The next thing Katy knows she has a plastic bag over her head and she can barely breathe, and there’s nothing she can do since O.T. belted her arms to her body so that she’s holding onto her own tits. And then there is the sharp, searing pain of a whip cracking against the soft skin of her ass over and over. Katy sits there on her knees and wriggles and shrieks, nothing like the cute dolled up girl we knew forty five minutes ago.
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Girl Actually Goes and Fucks Herself

Raquel Roper thought she understood what she wanted. She wanted a big strong man to come and take charge and take her away to be his forever. Only now does she realize that she had no idea, when she came up with that plan, what she was getting herself into, much less what would be getting itself into her. Now she finds herself shackled up to a metal frame with the whim of this big strong man being lorded over her and nothing she could possibly do to help herself.

O.T. is a man who knows what he wants done, but not necessarily a man who wants to do it himself, and right now he wants Raquel to get fucked. So he comes up with the idea to have her do it herself. He places her with her ankles attached, on her back, with a dildo inside of her and the end of it between her feet. Then he sits back and watches as he tells Raquel to fuck herself. She loves it so much she is drooling from her bit gag. He congratulates himself on a job well done. Who ever heard of a chore doing itself?

Then he decides it’s time to play with this new thing he has, so he takes her metal collar and he hooks chain after chain after chain to it and attaches them to the floor around her. No matter where she tries to move another chain from another direction pulls her back down. And since O.T. is coming with a cattle prod in his hand and an evil look in his eye, Raquel is really trying her best to move. Every time he goes to poke her she jerks away and whimpers, but it’s no use. She’s stuck with her wish. Hey, at least he is in command.
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Sexy Sinner Pays for Her Transgressions

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.
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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 drunk 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.
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Ditsy Doll Gets Dominated

Anna Tyler is, without question, one of the cutest girls we have had on any of our shows. She is small and sweet and with those bows on her pigtails she looks just like a little doll. The things O.T. is planning on doing to her, however, are not so nice and sweet as our model. He wants to take this well put together girl and turn her into the cum-drunk wreck she was always supposed to be, and that’s just what he’s going to do.

After he undresses her, O.T. ties Anna up on the floor so that her tight little body is contorted into some odd shape with one leg and one arm bent and the other arm wrapped around her back. She looks like a puzzle to unfold, but that’s not quite what O.T. has planned. He grabs and pulls at her perky tits and twists her nipples as she lets out tiny little whines of pain and excitement. Then he ties her neck down to her leg and pushes her back so he can reach her pussy to fuck it with the pogo for a little while before it’s back to the torment.

Next, Anna is tied with her hands and feet on the floor and her ass all the way up in an upside down V-shape with a rope around her waste. O.T. takes out his flogger and uses it to beat her ass and her pussy until they are sensitive enough for him to reach his final goal. He ties the pogo so that it is tilted down with the end deep in Anna’s wet pussy, and then ties a hitachi between her legs pressed up against her clit. And he leaves her there, screaming in ecstasy, cumming over and over again until there is almost nothing left of her. She’s been completely used up, mind, body, and soul.
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Brutal Back Bending Bondage

Katy Kiss has one of those long, thin bodies like a model, and when Matt Williams sees a body like that, he knows all he wants to do is bend it like a pretzel. Katy’s body isn’t the only thing that’s going to be bent today. Her will and resolve will be flexed within an inch of breaking. It’s going to be pretty rough on her, but she wouldn’t want it any other way and neither would any of us.

After Matt has Katy gag herself with a black ball gag, he grabs some rope and ties her arms back into a brutal strappado. Then he adds a neck rope, which he ties up to the ceiling so that Katy can feel the tension in her neck. He takes this opportunity to practice his forehand, spanking Katy until her ass turns bright pink. After that it’s off with her clothes and on with the torment. Takes out his scissors and cuts away her clothing until she is bare, and adds a crotch rope threaded between her thighs. The rope rubbing right up against her clit is a lot for Katy to handle, but not nearly so much as the hitachi Matt is about to put there.

Matt ties Katy to the top of a table, each of her limbs to one of its legs, so that her back is arched up and her torso open to whatever he wants to do to it. He clips some nipple clamps onto her tits and decides to give her the flogging of her life. He swings the flogger at her pussy, at her stomach, at he perky little tits, and all the while she is crying out and tearing up. Eventually the sensation becomes too much for her. Matt stops hitting her, puts the flogger down, picks up her head and lets her catch her breath. Then, once she has recovered herself, he takes out the hitachi and lets her have a little fun.
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Violet Monroe is a pretty promiscuous girl, she definitely gets around, but her whole life she’s only ever been with boys. This didn’t seem like a real issue to her until she found herself tied to a chair face to face with London River, a sexy dominatrix and one of the toughest handlers in all of BDSM. Now London is set on proving to Violet that girls have more fun just playing with each other than inviting boys along for the ride. Violet isn’t so sure, but she’s open to convincing.

While Violet is tied up to the chair, London starts off by twisting and pulling at her nipples, getting little squeaks and shrieks out of her as she does. London cuts off the sexy little dress Violet wore for her and pinches and twists even harder. Then, with Violet’s body exposed, London reaches her hand between Violet’s legs and starts playing with her pussy. Violet loves that, but not as much as she loves when London pulls out the hitachi and starts vibrating her clit. She can feel the vibrations coursing through her whole body.

London moves Violet so that she is bent over a large wooden box, her wrists and ankles tied in place with rope so that her legs are spread. She can’t even move enough to squirm around when London puts the hitachi back on her pussy and turns it to high power. Then London decides to turn up the pressure even more. She takes out a black dildo and, after smacking Violet’s ass with it a few times, starts fucking her with it while the vibrator is still on. Violet cries out in pleasure and tries to writhe but it’s no use. She’s stuck in place.
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Looks like the tickling may be a bit much for little Olive. She’s dying right about now as she does everything she can to escape, but Leya is not known for mercy. Instead the tickling will continue until Leya is happy that she has endured enough.
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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.

Tags: Ass Flogging, Ass Whipping, Bent Over Tie, Breath Play, Bruises, Caning, Chains, Cut Clothing, Flogging, Foot Caning, Foot Torture, Marks, Metal Bondage, Shackles, Tickling, Whip
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Today is Brooke Bliss’s first time modeling. She tells us she’s seen some bondage porn and it looked interesting, that she liked the idea of not having any control over what was being done to her body. That’s all O.T. needed to hear. He ties her neck and wrists in with massive ropes and sets to work giving Brooke a tour of the industry.

Brooke’s first mistake was not following the age old saying “dress for the job you want.” In other words, she’s still wearing clothing. O.T. quickly cuts of the tight sexy dress she wore for us and pulls down her panties. Then he takes the flogger and starts beating her bare ass and pussy until they’re nice and red. Up next is the cattle prod, the greatest fear of any girl who has set foot in our dungeons. You can tell Brooke has never had the pleasure of feeling one before, because if she knew what she was in for she would have started screaming and trying to get away as soon as she saw it. After a few shocks though, she’s learned to respect its power. She’ll know better next time.

After that Brooke is introduced to the cane, so O.T. moves her onto her back with her legs spread open and the bottoms of her feet exposed. He decides to give her a little bit of control, so whenever she is in too much pain from him caning one of her feet, she is allowed to beg him to move on to the other. As soon as she is used to that he gives her an even worse decision to make, her left foot or her wet snatch. She never thought she would ask someone to hurt her poor pussy like that, but when the pain is too much to bear on the soles of her feet she has no choice but to beg him to cane her cunt. Once her pussy is nice and tender, O.T. sticks a metal hook in it and grabs a hitachi and starts getting sounds out of Brooke she didn’t even know she could make. Now that she has had the tour, we’re sure we’ll see Brooke again soon.

Tags: Ass Flogging, Caning, Cattle Prod, Celebrator, Cut Clothing, Electrical Play, Fingering, Flogging, Foot Caning, Foot Torture, Hand Over Mouth, High Heels, Hitachi, Hobble, Legs Spread, Metal Dildo, Newbie, Nipple Clamps, Orgasm, Pussy Caning, Pussy Flogging, Pussy Hook, Rope Bondage, Spanking, Tickling, Vibrator
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Lorelei Lee was just out for a good time. She thought she would have some fun being thrown around by one of our handlers, but no one ever gets exactly what they are expecting when they sign up to be played with by Matt Williams. In the beginning Lorelei is begging Matt to let her cum. What she doesn’t understand is that by the end of their time together she is going to be begging him to let her stop.

She starts out sat down on top of the sybian, a terrifyingly powerful vibrator, with a black ball gag in her mouth and a leather strap blindfolding her. With her other senses cut off, all she has to focus on is the intense vibration between her legs. That is until Matt takes out the flogger and goes to work on her tits and ass. The ball gag can only do so much to stop Lorelei’s screams as she cums over and over again and gets attention from the flogger, followed by a whip and cane.

Lorelei is laid on her back with her feet over her head and her pussy and ass exposed. She is then penetrated relentlessly by the fucking machine. Matt thought it would be more fun to put it in her ass so that he could spend some time on her pussy with the cane. And once he’s gotten it nice and sensitive he puts the hitachi right on her clit and sticks the pogo inside of her. She is screaming and shaking, totally cum-drunk and thoroughly fucked.

Tags: Anal Penetration, Anal Sex, Asking Permission To Cum, Ass Flogging, Ass Play, Ball Gag, Belt Bondage, Black Ball Gag, Breast Flogging, Breast Whipping, Breath Play, Caning, Choke collar, Double Penetration, Drool, Electrical Play, Finger Fucking, Fingering, Flogging, Foot Caning, Foot Torture, Fucking, Fucking Machine, Hair Pulling, Hand Over Mouth, Head Cage, Hitachi, Lactating, Leather Blindfold, Leather Strap Gag, Marks, Metal Bondage, Metal Collar, Nipple Bondage, Nipple Clamps, Nipple Suction, Nipple Weights, Orgasm, Pogo, Pussy Caning, Slave Bj Training, Suction Cups, Sybian, Tickling, Tongue Bondage, Vaginal Penetration, Vibrator, Whip
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There is a long-standing question in the bondage community: how much abuse can a pussy take and still be able to cum when the time arises. O.T. is on a crusade to find out, but he’s been hard pressed to find a girl willing to take part in his little experiments. He has chosen Violet Monroe to be his subject even though she’s not a completely willing participant. That’s fine as far as he’s concerned. If she struggles a little that will only add to his tests.

Violet is being moved between different positions to allow O.T. to access her pussy with his different tools. First the flogger comes out, its tails sending pain up through her whole body making her shake and try to pull away. She continues struggling as she is laid back over a box with her arms and legs tied spread eagle, but the ropes are too strong for her and she has no success. Instead she gets a series of whip lashes straight to her crotch. She tries to scream from the stinging pain, but the sounds are muffled by the ball gag stuffed in her mouth.

Violet drools around the gag as O.T. moves on to the final phase of his experiment. He takes out the hitachi and presses it hard against her pussy and Violet starts arching up against it as much as her ties will allow. Then, when that doesn’t do it for her, O.T. takes out the celebrator for a more centralized vibration directly on her clit. That’s when she really starts bucking.

Tags: Ankle Tie, Ankles tied to Wrists, Ball Gag, Box Tie, Breath Play, Celebrator, Choking, Cloth Gag, Dildo, Drool, Face Slapping, Finger Fucking, Fingering, Flogging, Hair Pulling, Hair Tie, High Heels, Hitachi, Hogtie, Humiliation, Legs Spread, Neck Rope, Nipple Pinching, Pussy Flogging, Pussy Whipping, Red Ball Gag, Rope Bondage, Spread Eagle, Tape Gag, Tickling, Vibrator, Water, Whip
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