Pussy Gets Pleasantly Punished

Raquel Roper is wound up tighter than just about anyone you’ve ever met. She disgusts herself, and doesn’t think that she deserves to have fun. O.T. doesn’t know if she deserves it either, but he knows that he deserves to have fun with her body. It’s going to be rough on Raquel. Usually when you stop beating a girl to get her off it’s like her moment of rest from the pain, but for Raquel that part might actually be worse. She hates how much she loves it and she knows she needs to punish herself for it, but O.T. has that part covered for her.

To start with, O.T. has Raquel on the floor, her arms tied close to her body, her ankles roped together, and a ball gag stuffed inside her gaping mouth. She whines and rolls around for a while, trying feebly to get out of her ties, until O.T. comes over, picks her up by her neck, and sits her up so that he can use her the way he wants. He chokes her and slaps her face and as she drools and moves around a bit you can see she isn’t wearing any panties under her sexy little dress. O.T. cuts some holes in that dress for her nipples to poke through so he can attach clamps to her tits.

He then moves her through a few different positions, tied up with bamboo naked on the floor, stood up roped to the ceiling, lying on her back with her legs spread and her ass exposed. In each of them he uses two tools to make her scream, his flogger and his hitachi. With the hitcachi, his most powerful handheld vibrator, he makes her writhe with pleasure and cry out in shame. With the flogger he beats her tits, her ass, and her pussy, punishing her for the fun she knows she shouldn’t get to have.
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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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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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These fiendish instruments are agony, I pray he will return.

Her condition has become more ingrained. She has been in the ass bar ring for 48 hrs. I took her arms out of play by shackling them to the back of the ass ring. Her ankles are shackled together, thus, her legs can afford her little balance. She is forced into a crunch position and her only mobility is waddling on her ass. I am delighted that the monitoring system is fully implemented; now I can watch her from anywhere.

This is insufferable! My ass and back are constantly aching. How long have I been like this? I fear if I try to recline I will fall over and not be able to sit up again. I have shown no complaint or resistance to his machinations — I dare not. I think this strategy is working as he has not threatened me. He lavishly enjoys the perversity of this bondage and the way he manipulates me. It dominates my mind. I am utterly dependent on him. My isolation has turned my mind to only him — I look forward to his return, though this thought is abhorrent!

I am famished and thirsty — clearly, this is intentional, if I had to subscribe some purpose to this madness I suspect he wishes to control me in a more sophisticated manner; something beyond force, coercion and sex. He obviously is maniacal and highly organized in in the methods he employs to terrorize me. This infernal bar he has locked on my head goes to the back of my tongue and has begun to rust from my saliva. The taste of iron is the only thing that wets my palate. The drooling is constant — I am so thirsty that I tip my head back and try to swallow it.

This discharge is not the worst though. Desperate to relieve myself I wiggled over to the iron grill he has chained me to and expelled a shit through the grate. I piss on the floor boards. Though it is a torturous effort I discovered that I can roll onto my back and then my side. This has to be positioned carefully for I can then use my tongue to lick up the piss.
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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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A sexy woman with her legs spread wide for all to see is one of life’s greatest simple pleasures. Today, for your viewing pleasure, Lily Lane is going to spend just about her entire show with her legs tied wide open and a variety of vibrators rubbed up against her until she just about breaks. It may be a good day for our viewers, but it is almost certainly a better day for Lily, seeing what Matt Williams has in store for her. Right away he takes off her outfit and gets down to business.

Lily starts out sitting on the floor. Each of her ankles is tied up in rope connected to a metal hook on the ground so that her legs are spread as wide into a straddle as they can possibly go. Then Matt takes her by the hair and yanks her head back so that he can stuff a ball gag into her open mouth. He takes out the hitachi magic wand and starts vibrating her clit. It occurs to him, however, that he could perhaps make this even more fun, so he clips some nipple clamps onto her tits and ties them to the floor in front of her so she is bent over at the waist. Then he takes out the celebrator, a smaller and more precise vibrator, and goes back to pulling muffled moans out of her.

After a few different positions with her legs spread and her pussy vibrated until she has cum herself numb, Lily is ready for some pain to go with her pleasure. Matt ties her neck rope to the ceiling and weights the other end of it with a large stone. This way, Lily is being choked no matter how high up on her tip toes she goes to try and fix it. Then Matt takes out the flogger and goes to work slapping her huge tits and her gorgeous ass. By the time he’s done they’ve turned a bright shade of red almost as saturated as the ink in one of her tattoos.

Tags: Ankle Tie, Ass Caning, Ass Flogging, Ball Gag, Big Breasts, Big Tits, Black Ball Gag, Breast Bondage, Breast Flogging, Breast Harness, Caning, Celebrator, Choke collar, Choking, Drool, Flogging, Foot Caning, Foot Torture, Gagging, Hair Pulling, Hairy Pussy, Hitachi, Legs Spread, Marks, Neck Rope, Nipple Bondage, Nipple Clamps, Nipple Pinching, Nipple Weights, Pussy Bondage, Pussy Caning, Rope Bondage, Spanking, Strappado, Tattoo, Thigh Caning, Tip Toes, Toe Bondage, Tongue Bondage, Vibrator
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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.

Tags: Ankle Tie, Ass Caning, Ass Flogging, Ass Hook, BBQ Skewer, Belt Bondage, Bent Over Tie, Bit Gag, Breast Caning, Caning, Celebrator, Choke collar, Cut Clothing, Cut Panties, Flogging, Foot Caning, Foot Torture, Hair Pulling, Hair Tie, Hitachi, Humiliation, Knife Play, Legs Spread, Metal Bondage, Metal Dildo, Nipple Caning, Nipple Pinching, Orgasm, Paddle, Pussy Caning, Pussy Hook, Squirting, Squirting Orgasm, Thigh Caning, Vaginal Penetration, Vibrator
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Lily Lane is absolutely, totally trapped. Her wrists are held together by handcuffs, her ankles are held together by handcuffs. Hell, she didn’t even know that there were cuffs big enough to hold her thighs together, but here she is: living proof. Her entire body is held in place by metal and all that she can do is to lie there and whimper as O.T. comes to her to cut the bit of clothing she has off her body.

Lily is one of the bendiest girls O.T. has ever seen and he seems intent on taking complete advantage of that fact. He takes her and bends her legs all the way back so that her feet are way above her head, and then locks her down so there is no way for her to wiggle out of the position. With Lily folded in half like this it gives O.T. the perfect opportunity to get at that pussy of hers, which he knows is just begging to be played with.

O.T. takes out the hitachi, the most powerful handheld vibrator we have, and presses it right on her clit. Then, with his other hand, he starts finger fucking the life out of her. Lily is moaning and crying out and it looks like she’s about to cum. And then it happens. She starts squirting all over the place like a fountain. More specifically, because of the position that she is in, Lily starts squirting all over her own face. She’s cum drunk and humiliated, and O.T. hasn’t even brought out the hook yet.

Tags: Anal Fingering, Ass Hook, Breast Groping, Breath Play, Bruises, Celebrator, Cut Clothing, Cut Panties, Finger Fucking, Fingering, Foot Torture, Gagging, Handcuff Hogtie, Handcuffs, High Heels, Hitachi, Humiliation, Kissing, Knife Play, Legs Behind Head, Metal Bondage, Metal Dildo, Nipple Licking, Nipple Pinching, Panty Gag, Pussy Hook, Spread Ass Cheeks, Squirting, Squirting Orgasm, Tattoo, Vibrator
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Our model for the day, Mimosa, was given an absolutely wonderful gift, her beautiful ass. And she is going to shake that beautiful ass today for your entertainment. To start the show, O.T. demands that Mimosa strip for us and she does not disappoint. She slowly removes her fancy dress as she rolls her body and swings her hips and grinds up against a slanted metal pole. This all becomes much more impressive when you consider the fact that she is attached to that pole by a metal collar around her neck.

Mimosa is a bigger girl than most of our models and that comes with some distinct advantages. One of those is that you can really see the impact our handlers make when they smack her around. O.T. has Mimosa bent over the pole in handcuffs and her ass up where he can play with it. He spanks it and punches it and canes it and each time you can watch as the impact rolls over her ass and down her legs. It’s beautiful, and she loves it almost as much as we do.

While fun to play with, Mimosa is also an ungrateful spoiled little brat. O.T. is doing so much for her: setting up and moving this heavy metal rig, beating her ass and whipping her tits until she gasps and moans. But all she can talk about is wanting to cum. Each and every time he has the hitachi pressed up against her it’s all she can talk about. “Can I come?” The girl doesn’t even say please. So O.T. is going to deny her as long as he feels is necessary, no matter how much she whines and stomps her feet to try and get him to do what she wants.

Tags: Asking Permission To Cum, Ass Caning, Ass Whipping, Begging, Bent Over Tie, Big Butt, Bit Gag, Breast Whipping, Bruises, Calf Caning, Caning, Celebrator, Crying, Dancing, Drool, Fingering, Foot Bondage, Handcuffs, Hitachi, Legs Spread, Marks, Metal Bondage, Metal Collar, Nipple Clamps, Nipple Pinching, Nipple Weights, Orgasm Denial, Orgasm Restriction, Punching, Pussy Hook, Spanking, Tears, Toe Bondage, Vibrator, 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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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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In pleasure, as in all things, the human body has its limits. Today, O.T. has decided that his goal is to find out Marica Hase’s limits. He wants to see how far he can take her, how close to an orgasm he can get her without letting her cross the line and without having her go absolutely crazy.

O.T. has Marica chained and shackled up in some intense metal bondage with her legs held open for easy access. He starts out by warming her pussy up with his fingers, then he ramps it up quickly by sticking a metal hook inside her and starting to pump her for moans. It doesn’t seem to be enough so he plugs in the hitachi and soon Marica has completely lost control of the sounds she is making. O.T. in the meantime has complete control. Every time Marica gets to the edge of orgasm he pulls away and leaves her squirming.

O.T. takes out the celebrator as well and starts alternating between the two vibrators. He moves back and forth between the two, the celebrator delivering intense and pinpointed pleasure, and the hitachi giving a more general area the most powerful vibration that can be delivered by a hand held device. Then, just for fun he uses the both of them at the same time. This drives Marica nuts. She lets out squeals of both suffering and ecstasy. But O.T. isn’t done with her yet.

Tags: Belt Bondage, Celebrator, Chains, Choke collar, Choking, Cut Clothing, Fingering, Hitachi, Legs Spread, Metal Bondage, Metal Dildo, Pussy Hook, Vibrator
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Roxanne Rae isn’t sure how she ended up where she is, bound in rope hanging from the ceiling as a strange man plays with her body. More than that, she can’t tell if she likes it or not. He toys with and bites her long hair and runs his hands along her curves. He runs a crotch rope through her legs, then, when he realizes he can’t reach every inch of her body he wants to touch, he cuts off her panties. Roxanne is scared but excited. While she moves away when he goes to bite her hair and tickle her, the little moans and sighs she lets out when he slaps her tits and touches her pussy give away the fact that she’s having at least a little fun.

Roxanne thinks she is getting as rough a treatment as she can get having O.T. play with her but not get her off. She whines and wails as she is tied to the ceiling with one leg raised and has a hitachi placed squarely on her clit. She begs him to let her cum but every time she comes close he pulls the vibrator away. She should be more careful with what she wishes for.

O.T. moves her and ties her up so that her legs and her ass are spread and he can give Roxanne what she has been begging for. This time he uses the celebrator to vibrate her pussy since it’s smaller and can be more directly applied to her clit. Then he sticks a metal pussy hook inside her and fucks her so that she cums over and over again. He has her arching backward screaming in ecstasy. She is so thoroughly used by the end that she can barely form words.

Tags: Ankle Tie, Asking Permission To Cum, Ass Flogging, Ball Gag, Begging, Black Ball Gag, Breast Bondage, Breast Flogging, Breast Groping, Breast Harness, Breath Play, Celebrator, Choking, Cloth Gag, Crotch Rope, Cut Clothing, Cut Panties, Drool, Fingering, Flogging, Hair Pulling, Hair Tie, Hairy Pussy, High Heels, Hitachi, Kissing, Knife Play, Legs Spread, Metal Dildo, Neck Rope, Nipple Clamps, Nipple Pinching, Nipple Weights, Orgasm Denial, Punching, Pussy Clamps, Pussy Flogging, Pussy Hook, Rope Bondage, Spanking, Spread Ass Cheeks, Tape Gag, Tickling, Toe Bondage, Vibrator
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Sierra Cirque may well have been an acrobat at some point with the way her body moves. She is as flexible and nimble as she is sexy and submissive. Our guy is going to have a lot of fun folding her up into different positions and beating whatever bits of skin those reveal to him, and if she’s very good, maybe she’ll get to have a little fun herself.

Fooling around with Sierra’s flexibility is only half the fun. The way she shrieks and tries to wiggle away every time she is flogged, fingered, or fucked is what really gets our guy going. He is having the time of his life bending and beating this bitch until she breaks. Then when she’s broken in he’s going to hang her from the ceiling and have some more fun with her.
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