Cut Clothing Cunt

Lauren Phillips is having a good time hanging out and chatting with her old friend London River about their weekends. Lauren is looking for a place to get her hair done, and London tells her she knows just the guy. This is how Lauren Phillips unwittingly walks into the parlor of O.T.. She sits down in his chair, asks for a trim, and before you can say “just a little off the end,” there is a needle in her neck and she is out cold.

When she wakes up, Lauren has her wrists tied to the floor with rope, and her mouth is stuffed full with a ball gag so that her screams are muffled and drool drips from her mouth. She struggles feebly to escape, but then O.T. comes in to keep her company. He cuts her tight jeggings away with his knife so that her little white panties and her nice, round ass are exposed. He spanks it and punches it. He slaps her face and gropes her tits through her shirt, and all the while she groans and drools, defenseless.

Then O.T. has Lauren tied up, standing, with her hands pulled high above her head making her tits look even fuller and perkier than they usually do. Her friend, London, comes in to feel her breasts, since that’s all she’s wanted to do since they started hanging out, then leaves her to O.T. again. He binds her breasts tighter, and runs his hands all over her body and even inside her as he kisses her face through her tape gag. Then he takes out a single tailed whip and really makes her wriggle and scream.
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Dripping Wet and Hung Out to Dry

In the third and final installation of Nikki Darling’s second live feed, while she gets soaking wet we are getting ready to hang her out to dry. We strap her arms together and up to the ceiling and have her stand on two metal blocks with electricity coursing through them. Then O.T. and London River work together with whips to really make her suffer. They lash at her back and her ass, sending stinging pain through her body and making her start to cry almost immediately.

O.T. and Matt Williams strap her ankles up to the ceiling and release her wrists so that she is hanging upside down, legs spread. Then they strap a hitachi in place right over her clit and slide a metal pussy hook inside her. O.T. sets the hitachi to high and gets back to whipping. He focuses on her breasts this time, to shake things up. She’s shaking and swinging in pain and pleasure. O.T. puts his whip back down so he can take the pussy hook in hand and fuck Nikki with it, and she loves it. She screams as she cums hard from the pressure of the hook on her G-spot.

They pull Nikki down to the floor again so that they can have her bend over the cage they have Milcah Halili boxed up in. O.T. takes out a cane and starts beating her sweet round ass. With every stroke she lets out a little whimper and then begs for more with a “thank you sir may I have another?” And the answer to that is always yes. He keeps going on her until her gorgeous ass is covered in little raised purple lines and he is sure he has left a lasting impression.
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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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Slut Gets Stage Soaking Wet With Squirting

If there is one thing we know for a fact about KoKo Kitty it is that she is a big time A-list squirter. It’s ridiculous. Every time you make this girl cum the entire room gets soaked, and KoKo cums on a dime. Luckily, Matt Williams likes it wet and wild, and he’s ready to see just how much he and KoKo together can make it rain. With any luck he’ll be splashing around in rain boots in the puddles she makes by the end of their time together.

When we arrive at KoKo she is sat down on a sybian vibrator, tied down to the floor by a rope around her waist, and dressed in a tiny pink dress that doesn’t even cover her bare pussy. Matt cuts the straps off of her skimpy dress, then he turns on the sybian and takes out a flogger. As she sits there, completely overwhelmed by the power of the vibration from the sybian, Matt flogs the rest of the dress off of her, gradually uncovering her tits and stomach, making each stroke more painful as less of her is covered by fabric. Once they are totally exposed, he ties her nipples down to the floor so she forced to bend even farther forward than her strappado is already pushing her.

Matt then ties her up so she is lying on her back, her ankles lashed to wooden poles on either side of her to keep her legs spread, and her neck tied down to the floor. He takes a little time to cane her feet and flog her pussy to get her worked up. Then it’s time for the waterworks. First he takes out the metal pussy hook, sticks it inside her and starts fucking her silly. In no time at all she is squirting all over the place, but it still isn’t enough, so he takes out the hitachi and vibrates her too. There is cum flying everywhere and Matt Williams is a happy camper, practically bathing in it.
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Tramp in Tears Keeps Teasing

Nikki Darling stunned our staff at first when she came back for a second live feed on Real Time Bondage. Being completely used for hours on end by a crew of merciless handlers who are being advised by some of the sickest minds on the internet, our loyal viewers, is no easy task. And now, in her second installment, you can really see just how much it takes out of a girl. When we return to her she is sitting on the floor looking exhausted. Our staff doesn’t know how much more the poor girl can take, but it is our job to find out.

O.T. puts Nikki on top of the cage of Milcah Halili, who only gets to watch and doesn’t get to play. He ties Nikki’s hands behind her back into a strappado, which he then ties to a rope around her neck, so that every time her arms get tired and she lowers them, she has to choke herself. Our girl is a little overzealous though, and leans into it, lowering her arms intentionally as O.T. vibrates her pussy and punches her stomach. In no time at all she is in tears and cumming hard and loud against the hitachi.

Then our handlers move Nikki so that she is sat in mid air, held up by her two legs which are spread and cuffed to wooden posts on either side of her. A collar around her neck is attached to a chain leash which pulls it up just a little too high so she is being perpetually lightly choked. Her arms are bent behind her over a wooden pole and tied in place. Now the handlers have free reign to interrogate her, vibrating or caning her harder when she talks back or gives an answer they don’t like.
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Perfect Pussy Turned Purple

O.T. has Milcah Halili wrapped around his finger, and chains wrapped all around their body. They start out in a cute little green dress and beige high heels, bound with shackles so their legs are spread and their arms locked tightly behind them. They have a bit gag in their mouth and a look of fear on their face, probably for good reason. O.T. spends a little time getting a feel for their body by poking and prodding it with a BBQ skewer before he really gets to work.

He turns Milcah upside down and shackles their ankles in place so that their ass is sticking straight up in the air, and their head is below their knees in a collar. They kneel there on the box, unable to move, as O.T. canes up and down their thighs and ass. They wince with each strike, as their skin begins to turn colors and there are purple and red lines up and down the backs of their legs and ass. He uses a variety of different width and material canes, finding out which kind gets the best reaction. Then he sticks a metal butt plug in their ass and starts moving it around inside of them as he uses a hitachi to vibrate their pussy.

Then he flips Milcah back onto their back so he has better access to their other hole. He slides a metal pussy hook inside her and starts pumping away at it, fucking her as once again he takes out the hitachi and places it right on her clit. Cum is pouring out of her pussy as it gets fucked, it’s almost too much for her to take. O.T. doesn’t want to overwhelm her with pleasure, so hes stands her up and chains her wrists to the ceiling so he can whip her tits and face.
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Goddess Valora and Nadia White are in search of a plaything and pull one of their slaves out of his cage. They make him kiss their canes before they bend him over and let their canes kiss his pasty ass. The Goddesses keep caning his pathetic ass and make him count how many times he gets caned.

Tags: Caning, Goddess Valora, Nadia White
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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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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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Sergeant Miles thinks he has the drop on London River. He has her brought in unconscious by one of his goons and ties her hands together in the chair. He is, of course, mistaken. No one has ever gotten the drop on London and she’s made her own deal with the goon. She comes to in the chair, unties her own hands, and with one swift and decisive stroke, she stabs a needle into Sergeant Miles’s neck, knocking him unconscious. Finding himself tied to his own chair this sergeant is about to find out he’s made the worst mistake of his life as London gets her revenge.

London leaves Sergeant Miles tied up until he is hungry enough to eat just about anything, but he is determined not to crack. She has other plans in mind, feeding him a meal that will make the toughest stomach turn she starts chipping through his tough exterior. She then strips Miles down, shackles his feet to the floor and cuffs his hands to a metal bar above his head. That doesn’t seem too bad until he notices that he’s sitting on a giant copper plate and London is about to flip the switch and run electricity through it. Then he finds himself gripping the metal bar holding himself up with all of his strength, but no matter how strong he is, occasionally that strength gives and he falls down onto that plate. When that happens, to London’s great amusement, his whole body jerks upward and he lets out a shout of pain.

London has a complicated relationship with her attacker, she wants to enjoy him, but she doesn’t want him to enjoy much of anything. That’s why she comes up with the idea to smear lidocaine on his dick, cover that up with a condom so it won’t effect her, and play with it to her heart’s content. First she sits on his face, watching him struggle, unable to breathe with his mouth and nose covered by her ass and pussy. After a while, he stops struggling and falls unconscious, and then it’s time for her to have her fun. She climbs on top of his dick and rides it to her heart’s content.
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Dahlia and Harlow take their pet men out for a walk on this beautiful day, carrying canes to wack them with whenever the males do not do as they are told. The men are expected to perform dog tricks and must BE dogs at all times….or else. Dahlia and Harlow decide to play fetch with their male pets. Since Harlow’s pet bitch retrieves the stick the fastest, he is safe and will be put back into his cage. Dahlia’s dog must suffer the consequences of not running fast enough and performing up to par. Dahlia tells him with a wicked smile, that he is in for a nice, long, caning.

Tags: Caning, Dahila Rain, Harlow
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Dahlia’s pet man-dog is being punished because he completely failed. He was not being able to keep up with Harlow’s pet dog during their pet play date in the yard. The women unleash their fury on his bare ass with very hard canes, as he screams and cries. Harlow and Dahlia unleash their fury on his bare ass with very hard canes. He screams and cries yet the still continue without a break. Mercilessly striping his pathetic ass with a vengeance.

Tags: Caning, Dahila Rain, Harlow
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Anna Tyler is an avid fan of the art of BDSM. She’s loved it as long as she can remember, and she doesn’t keep it much of a secret either as she squeals and wiggles her way through every encounter in which she’s involved. She loves nothing more than being beaten, whipped, and used like an object, and today O.T. really has her hooked on a feeling.

O.T. starts out strong with some basics. While Anna is bent over and cuffed to a wooden frame by shackles around her wrists and a metal collar, he pulls her dress up and drapes it over her head. Then he spanks and flogs her bare ass until it is bright red. Then he keeps going. Tears are welling up in her eyes as he mercilessly tears into the soft flesh of her ass but still he presses on, swinging his arm over and over again until they overflow and she is crying all over the post she’s tied to.

Then it’s time to crank up the heat a little. O.T. sticks hooks in the sides of Anna’s mouth and spreads it wide, then he attaches a nose hook and pulls it up so that she looks like a pig. Absolutely humiliated and an entirely new color, Anna is then attached to the ground by her neck, and her feet wedged between two wooden posts so she can’t budge. O.T. takes out a celebrator vibrator and a metal pussy hook and fucks her with them until she cries out in orgasm.
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