Anal Quest for the Chalice of Sadistic Silliness

Anal Quest for the Chalice of Sadistic Silliness

Anal Quest for the Chalice of Sadistic Silliness Exciting days at the Assylum, folks. Lily Thot, a superhardcore and supersweet masochist, came by for 3 days of submission. Shes got a small body but a big, juicy butt, and Dr. Mercies made sure to treat it right... meaning horribly. Lily likes it ROUGH, and ROUGH is how she got it. This first session, a mythical anal quest, has rough painal, hard slapping and spanking, nasty carbonfiber rodding, extreme cum play with the doctors frozen cum, piss drinking, mental fuckery, and a sort of anal impalement. But its also completely ridiculous and fun. Its the best of all worlds, really, with one of our best new anal perverts


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CAUGHT TO BE USED Part Three

CAUGHT TO BE USED Part Three Dia has been through it all. Shes tired and sore from her work outside. Shes back in the barn and locked to the spike chair. From her scared look she knows its going to be another painful experience. Her tits are clamped hard. His handling of Dia is playful, almost experimental. He tries a little of this and a little of that. He even giggles as his torments really get to Dia. She screams and cries. That makes him happy. She needs another change of setting. Shes taken down to the horse stall. Chained up in heavy metal shes supposed to sleep, but he just cant help interrupting her slumber for a good old suck and squeeze

Missing
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Missing

Missing Pay no attention to the slut inside the box, Juliette. If you can make PD happy maybe you will never have to find out why she is screaming. But, if you are not careful you may learn firsthand why that little remote gets such a big sound out of her. Those kinds of cares disappear quickly for Juliette Black. She has her own problems to worry about once PD goes to work. Whatever was happening on the other end of that remote, all she knows is that she wants no part of it. If that means taking a beating, or even a few humiliating violations, it is better than facing the unknown

English spanking Classics 45 Camera Club Caning
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English spanking Classics 45 Camera Club Caning

English spanking Classics 45 Camera Club Caning Its amateur day at the camera club and Joe and Bill are anxious to meet the new raven haired model. She is taken aback when they begin to fondle her and talk about her body crudely. They tell her that they represent a spanking film production company and that if she can take a bit of lightweight discipline she is sure to get some work. What evolves is a hot afternoon session of corporal punishment against her bare well formed bu

Electra Rayne Pain And Suffering
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Electra Rayne Pain And Suffering

Electra Rayne Pain And Suffering Electra met The Pope recently, and requested to be dominated by him. Enthusiastic and willing, we got her on the books and made it happen. The day begins with Electra on her knees. Her magnificent ass is in the air so that he can have his way with it. The Pope uses his heavy leather flogger to get her flesh warmed up for what comes next. As the scene goes on, he uses a cane, crop, and more floggers to bring this slut to the very edge. With Electra ready to explode, he presses the vibe tightly against her swollen clit, and the orgasms erupt. A dildo is buried in her pussy next, to fully destroy this slut. Next, Electra is shackled to the wall with her arms and legs pulled wide for The Pope’s easy access to her entire body. The catonine tails is used to bring her flesh back to a sensitivity level that makes him happy. Just as Electra thinks that it is winding down, The Pope brandishes two different cattle prods. Electra is reluctant, but The Pope makes her beg to be shocked as he holds a vibe against her pussy and makes her cum. In the final scene Electra is on her back with her arms pulled above her head, her legs pinned down with steel traps. Her back is arched to its limit and it accentuates her amazing curves. The Pope goes to work on her flesh some more, with a leather crop that has her screaming from the first strike. He quickly switches his attention to making her cum, and rips nonstop orgasms from her as she begs for it to stop. She had no idea that orgasms could be as tormenting as pain

Young and Petite Slut in Grueling Bondage and Tormented
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Young and Petite Slut in Grueling Bondage and Tormented

Young and Petite Slut in Grueling Bondage and Tormented Isabella has a few shoots under her belt at Kink.com, but The Pope hasnt had his way with her yet. The day has come where we finally get to see her suffer properly in tight bondage and suffer brutal domination at the hands of the meanest mother fucker on the internet. Lets hope she has her big girl panties on, because this is not going to be an easy day. She begins in a sittinglotus position with her arms pulled into a strappado. Her neck is pulled, both forward to her ankles, and back to the pole behind her. This creates a predicament that squeezes her neck. Her nipples are clamped and weights are added to stretch her sensitive nipple as far as possible. Next she is face down and in a hogtie. Her ankle are pulled one way and her wrists the other. The ropes are tightened throughout the scene to convert this into a scorpion tie. This grueling position takes its toll on her little body quickly, but not before he makes her orgasm harder than she has all day. We continue to the final scene where we have Isabella in a brutal tie with one of her legs pulled straight up and the other secured to the box. Her feet are caned and the rest of her body is subjected to more grueling punishment. She is allowed to orgasm a few more times before she is

Diary of a Madman, Episode 4 Problem Solved
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Diary of a Madman, Episode 4 Problem Solved

Diary of a Madman, Episode 4 Problem Solved In the 4th and final Episode of “Diary of a Madman,” the situation is grim for Victoria Voxxx. Her escape attempt has failed, so now, after betraying her captor’s trust, she must endure his wrath. He canes her, waterboards her, and crops her. He torments her with a doublezipper of clothespins, which are ripped from her flesh at her most vulnerable moment. Episode 4 is the culmination of a psychotic man’s twisted fantasy, carried out in a calculated fashion, with the intent that his victim understand his true power, even as he sees the entire scenario through a warped, realityfree lens where he is the good guy

Kinky Lesbian Barn Babes
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Kinky Lesbian Barn Babes

Kinky Lesbian Barn Babes Deep in no mans land theres a farm rich in underground shale oil. Syren de Mer is a sexy oil exec who tries to convince the buxom farmer, Ryan Keely, to sell her land, but the only drilling this hot and sexy farmer is allowing on her land is deep in this execs holes. Feeling a little isolated from the world, she takes advantage of the sexy execs presence and shows her a good fracking time. She takes down Syren De Mer and preps her nice juicy booty with some spanking. Ryan then smothers Syrens face with her big juicy ass and gives her a taste of her sweet pussy. Ryan then ties and suspends Syren De Mer. She gives her a little pain before pleasure with a bit of caning and cropping. After dishing out a bit of pain on Syrens booty and feet, she takes a big dickonastick and gives her a good fucking. The filthy little exec begs to cum as she gets drilled by Ryans dick on a stick. Ryan hits the right spot and makes Syren gush like an oil well, leaving a big wet mess all over the barn floor. Ryan then gives Syren a good flogging on her booty, leaving it nice and red before going deep inside of her with her strap on cock. She fucks Syren hard, showing her how a good drilling is done. Syren begs to cum over and over as she is ready to gush. Ryan then shoves her cock deep in Syrens ass. Now Ryans ready to get her own pleasure. She scissors Syren and uses her body until she gets her orgasm. This dirty little exec will think twice before trying to take another country gals farm

Anal Intuition
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Anal Intuition

Anal Intuition When intuitive reader Sammie Six tries to put one over on Derrick Pierce, the reading does not go as planed. Derrick exposes Sammies scam and takes her down a notch with hard punishment, anal sex, caning, bondage, and flogging. Thats right blonde cutie Sammie Six must be taught a lesson and Derrick is just the man to do it. Tied up and naked Sammie is scared of what Derrick is going to do to her. He starts with the flogger and whips her big tits, her thighs, her back , her ass until little red marks start to appear. Sammie is a pain slut and can take it without complaint. He pinches her nipples, chokes her and she wants more hitting spanking, slapping, flogging and all it does is make her pussy wet so Derrick fingers her cunt and rubs her clit until she cums. Sammie is a smart ass and cums without permission so Derrick gets things under his control and stuffs his cock down her throat. Sammie sucks dick and he slaps her tits hard reminding her who is boss. He crops Sammies tits and thighs until they are red and almost bruising and she just takes it. Then on her knees with ballgag in her mouth Sammie gets the Wartenberg wheel on her sensitive body and a punishing cane on her ass and feet but she never cries mercy. Sweating and breathless her pussy is now ready for more fucking so some hardcore fucking ensues. After she cleans her pussy juice off his cock Derrick vibes her clit with the Hitachi until she begs to cum. Derrick goes in for some ass fucking and it drives Sammie wild but she goes even more will in the next position when she is tied up on her back spread eagle. With nipple clamps clamping, zapper zapping and Hitachi vibing Derrick fucks her slutty cunt until she is moaning with pleasure and cums but she didnt ask for permission so Derrick hurts her real good just like she likes it and pulls on her nipples and fucks her ass deep until Derrick pops his load all over Sammies face

Punishment Coworker Gets Revenge on Submissive Brunette
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Punishment Coworker Gets Revenge on Submissive Brunette

Punishment Coworker Gets Revenge on Submissive Brunette Kink.com is proud to present this classic shoot from the archive, for the first time. Busty brunette Ashli Ames looks stunning in her business suit. She has been working her ass off all year and deserves this promotion. But, unbeknownst to her a colleague Mark Davis ego has been shattered. He feels this was easily his promotion. Theres only one way to make him feel better. Hell use shaming and blackmail to get what he wants. In Ashlis new office he rips off her clothes and reveals her big tits in a black bra. He pulls down her skirt to show off her perfect ass. Its time for punishment. He starts by bending her over the desk and spanking her ass. Her legs look perfect in stockings and high heel shoes. Next comes the rope and he ties her up helpless in rope bondage. Her mouth is used to deliver a full deep throat cock sucking. He bends her over again and fucks her deep in her wet pussy. Mark takes Ashli to her new fancy bedroom and brings out some more toys. A red ball gag shuts her up as he uses the cane on her precious body. She is still able to scream when the electric zapper comes out. Punishment isnt always about pain, and Mark uses the Hitachi to punish Ashli with uncontrollable orgasms. The flogger is taken to her body as she is bound in rope on the bed. Finally he fucks her pussy hard and raw before shooting his load on her massive tits. Congratulations on the promotion

Innocence Lost Kendra Spade
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Innocence Lost Kendra Spade

Innocence Lost Kendra Spade Kendra Spade is one of the sweetest girls, and shes down for almost anything. Today The Pope wants to test this little slut in every possible way with hardcore bondage and brutal punishment. We start with Kendra in a doggy type position with her hands pulled into a strappado. Her neck and ankles are also restrained with steel traps that hold her in a mild squatting position. This will ensure that her body is under constant stress and that she will not be able to find any comfort at any time during the scene. She is flogged and spanked before we see her body betraying her, and her legs begin to give out. The orgasms start and she quickly forgets about the grueling pan in her lower back and legs that have been brought on by pure muscle exhaustion. Next we have Kendra standing, but with deprivation boxes are in play. Her head and hands are trapped in wooden boxes, and The Pope enters to inspect her body. She is fucked with in all of the diabolical ways that only he knows how to do. After he uses various implements to inflict suffering, he slides a bed of spikes under her feet to ensure she suffers until he is finished. Next we have her on her back and her legs held open with steel pipe and leather belts. Her feet are caned and then her pussy, and then he continues to torment her with his cane. She smiles through the tears every time he touches her wet pussy. A large didlo is shoved down her throat and then into her welcoming pussy. The Pope continues to cane her pussy and suddenly we see Kendra have her first of many paingasms. The fucking eventually cause massive squirting orgasms that cover the table and floor with her slut juices.

Insatiable Slut is Tamed with Bondage and Torment
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Insatiable Slut is Tamed with Bondage and Torment

Insatiable Slut is Tamed with Bondage and Torment Mia James is back for another round, and this time she’s leaving with some marks to remind her of her visit. First, we have Mia standing in the middle of the room with her hands above her head. The Pope enters and begins to grope this slut before starting to remove some of her clothing. She fidgets and tries to escape his grasp, so he ties her legs spread and to the columns to secure her. The use of a baton on her flesh gets her attention quickly as he tenderizes her legs, ass and cunt with it. It’s going to take more to break this slut, so we move into the next scene where Mia is face down and ass up. This time there is a crop and a cane to inflict pain on her ass and legs. The marks appear almost instantly as Mia screams in agony while he issues corporal punishment. Once she has had enough, her pussy is filled with a dildo that fucks her into multiple orgasms. The final scene is upon us, and Mia finds herself tied to a sybian. Her arms stretched out to the sides, and her legs tied down to hold her in position. A latex posture collar is added for fun, and The Pope spends the entire scene tormenting her with nonstop orgasms.

PUNISHHER Remastered
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PUNISHHER Remastered

PUNISHHER Remastered Her place is set at the table and Lotus is ready for her meal. Its a heavy dose of tease and denial. If she wants to cum shell have to learn to hold it until he gives her permission. A skill she just cant seem to get right. Each position is harder than the last. In that difficulty Lotus finds that her desire to orgasm is that much more intense. A true bondage slut. Each time she is able to orgasm he ups the ante. On the shelf with her ass out he canes her and stretches her cunt open for Mr Pogo to enter her. Its her last chance to hold back the tide of her orgasm, but will she have the mental fortitude?

Obedience
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Obedience

Obedience London River is an expert trainer, but Lydia is just too much of a brat for her to handle so she calls in a friend for a few pointers. Putting it in its place is the first step. We don’t talk to it. We don’t let it talk to us. We make it wear a thick heavy metal collar and we make it play fetch. Vanity is in opposition to obedience. Obedience requires selflessness. Once it no longer sees itself as important we can see the beauty of obedience emerge. To remove the importance of self we must make it feel ugly. When it finally recognizes its place as property it must be retrained to feel pain. It will learn to be used for our pleasure.