Lady Alice picks up the cane Claire brought, the one her step-mom used to keep her on her best behavior. Claire bends at the waist, facedown in the chair, her bare bottom exposed for searing strokes of the cane. Lady Alice continues to gently scold, punishing cuts punctuated by gasps of pain. After the final painful strokes are delivered across her sit spots, the tears begin to fall. Claire is gathered up with her head in Alice’s lap, sobbing as she is gently held. A cathartic experience that puts her in the perfect headspace to be a good girl- at least for a little while. The genuine tears and caring embrace turn into extended aftercare after a very emotional role-play scene.
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Casey’s step-daddy is very disappointed in her. This is the second school she has been expelled from. Step-Daddy is so angry. After a good scolding he knows just a hand spanking won’t cut it this time. He gives her a hard otk hand spanking on her bare bottom before taking leather and the hairbrush to his naughty step-daughter.
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Madi Collins is back and excited to be tied up, strapped down, and bound in barbaric metal devices to push her limits and experience the wrath of Eli Cross. To start the day Madi is strapped down with leather straps on a wooden box. After a little manhandling, Eli gives her a spanking and a paddling and then hits her ass several times with the bundle cane and a leather belt to tenderize her flesh. Eli has just begun but she is already gasping and moaning so early in their session. He counteracts the pain he inflicted with some fingers in Madi’s pussy and the Hitachi on her clit causing her to wiggle, whine and beg to cum but it’s not time yet. Eli edges her and then makes her count to 5 before letting it rip. Next Madi is restrained in a classic device bondage contraption of unyielding metal pipes and tight straps. She’s not going anywhere. Eli slides two fingers up her ass and then tries a butt-plug that will barely go because her ass is so tight. He puts a bunch of clothespins on her pussy and then uses the flogger and crop to knock them off. Then Eli pushes the slink way up Madi’s hole and vibes her pussy until she cums hard. Now on her back restrained with another metal device Eli applies two long clothespin zippers to her tits, stomach and delicate pussy and taunts her with tearing them from her flesh. She counts nervously awaiting the intense stinging sensation that is about to happen. Finally Eli stuffs her asshole full with an alien dildo and masterfully vibes her pussy until she is in over her head, cumming and crying in ecstasy.
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in the waiting, we are proud to present a sequel to one of our favorite scenes, The Bill Collector. In this intense scene Genevieve finally pays her debt in the form of a very nasty bit of predicament bondage. Clad only in pantyhose, she has been tied to a bench, tape gagged and topless. Tight twine has been tied around each of her nipples and then fed through a strange contraption to end up tied off to her toes! Worse still, her legs have been raised high into the air! She must keep her legs up or the twine will severely pull her nipples! It’s quite an ordeal for Genevieve, who cries real tears throughout, especially when her tormentor adds a bit of foot torment to her plight! Will she incur such a debt again? We’re betting that the answer is no!

Did you miss part one of this story? Check it out here!
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Sarah has been such a naughty girl that step-mommy had to spank her previously. Step-Daddy is not happy about it and when he hears about what a little brat his Sarah has been it will be his turn to give her another dose of discipline. Sarah is taken over his lap and is given a spanking over her pajamas, her panties, and of course on her bare jiggling, round bottom. Sarah cries real tears very quickly during this spanking punishment. After the hand spanking, step-daddy takes off his leather belt to teach his a much-needed lesson that she should be a better-behaved girl in the future.
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Jaelyn Fox schedules an appointment for her very first gynecological exam. What she doesn’t know is that Harmony is no doctor, merely the receptionist. Once Harmony tricks Jaelyn into being strapped to the exam table she has no problem executing her own set of kinky experiments on her young prey. First she inspects the girls tits and pussy. Then she shocks her with the violet wand, electrified pussy clamps and the zapper before giving her a douche to test the tightness of her pussy. Jaelyn fails Harmony’s virginity tests and now she must pay the price!
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Smitten Sorella has been a very bad student, flaunting and breaking every rule at the exclusive private school her parents have enrolled her in. When she is caught taking and sending nude photographs of herself AND posting them on social media, the headmistress, Miss Minx, and the Dean, Cinched, confront her in her room. In order to correct her behavior, head mistress Minx spanks the girl’s bottom soundly, as Smitten kicks and sobs from the pain. Feeling she has not fully learned her lesson, the Dean, Cinched, commands her to remove her very short shorts and take a position across his lap! Clad in only her panties, she feels every bit of his wrath as he turns her bottom into a nice scarlet red as she cries and sobs, promising not to misbehave again! Left alone to tend to her sore bottom, she sobs as she rubs her flaming cheeks!
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This is Melissa Stratton’s first appearance on Kink.com and she’s a big fan. Tommy Pistol is a neglected psychiatric patient in a lonely hospital room. Naughty nurse Melissa has been taking advantage of him while he’s strapped to a gurney. Melissa taunts and teases Tommy. She sits on his face. Then Melissa pulls back his sheet and sucks his cock. She mounts his hard cock and fucks him good until she cums. Having had her fill, Melissa leaves Tommy to suffer, but what she doesn’t know is, he somehow got the key off of her. Now, out for revenge, Tommy corners Melissa in her changing room and gives her a some payback. First Tommy fucks her throat, ignoring Melissa’s protest. He takes out his frustration and throws Melissa on the desk and fucks her deep and hard. Next, Tommy binds Melissa’s hands and fucks her on the desk, all the while sucking on her feet. Tommy stuffs his cock and balls in her mouth. His revenge is tainted by Melissa’s apparent enjoyment of this manhandling by her former target of torment, and this only frustrated Tommy further. He flips her around and finger-bangs her pussy and then bends her over the desk to eat her ass and lick her slutty pussy. More rough sex leads Tommy to blow his load on Nurse Melissa’s face and tits, then collapses in a lump of anguish. Melissa suggests Tommy go back to bed and the cycle of misconduct continues.
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The farmers friend is caught kissing her best friend and Master decided to teach her naught friend a lesson she won’t soon forget . Hard Otk spanking til her ass is crimson , then a nasty leather strap that has her crying in pain. Spanks and bruises form with every stroke, but the Frat Paddle really bruises her bottom as she screams with every hard swat. Hard Domestic Discipline scene filmed in HDGIRLS KISSING, OTK SPANKING, OTK STRAPPING, FRAT PADDLE, BUBBLE BUTT BRUNETTE, SCOLDING, CRYING, BRUISES, DOMESTIC DISCIPLINE
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Six years ago, Jessica Kay delivered one of the most extreme and moving sessions in Assylum history. Today, we bring it back, with 50% more footage and an entire re-mastering of the scene. This session is level 11! The faint of heart should not proceed. The painal is harsh, the punishment is hard, the degradation is deep. But this session is also a re-imagining of the great Epic of Gilgamesh–a sincere spiritual journey of a pair of modern perverts. Here we have one of the true pinnacles of Assylum with one of the most amazing and beautiful sadomasochists we’ve ever had here.
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Delta was supposed to be babysitting her younger stepsister but instead, she put her in front of the TV and turned on the cartoon channel to keep her occupied. That was so she could invite her boyfriend over, which was strictly against mom’s rules. Upon her return, Mom questions Delta how the babysitting went and Delta flat out lies to her face. Mom tells her that she knows Delta is lying and that will only make her spanking worse if she continues. Delta is taken across mommy’s lap for a hard spanking with the maternal hand on her bare buttocks. The poor girl’s round booty bounces and turns red but worse is to come… The promised hairbrush spanking for continually lying means her already sore bottom gets whacked with the wooden implement until her cheeks are swollen and sore. She is left to rub her bottom better and think about her selfish behavior.
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Naughty Rachel Adams is often spanked at bedtime and tucked in with a sore throbbing bottom. Dressed in a silk sleep shirt and panties, she bends over the edge of the bed expectantly. A large wood paddle drilled with blistering holes collides with her pretty round cheeks. Moaning under the impact, she is almost relieved when he picks up the leather strap. The first crack of heavy leather explodes across her flesh. Holding back the inevitable tears she moans, beginning to quiver as she excepts her discipline. Harsh licks of the strap soon inspire heart wrenching sobbing.
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Mia Molotov wants it bad and Codey Steele gives it to her good. Sexy Mia is so hot and horny she is willing to do anything for Codey. He has total control over Mia and she can’t get enough of him and his dominating ways. Wearing a tiny latex bikini and crotchless panties everything is exposed and very fuckable as she crawls to Codey begging for his attention. Choking, breath play and slapping ensue. Handcuffed she plays with her pussy until she cums and then Codey stuffs his cock down her throat giving her a thorough face-fucking. Next Mia is in a standing split with arms up and one leg tied to the ceiling as Codey fingers her clit and slutty hole until finally he fucks her pussy and makes her cum a thousand times. Mia is so turned on she continues to beg him for more.
Tied up tight in doggie with her back arched and ass up high Cody spreads her pussy open and pounds her out then vibes her clit until she’s freakin. On her back with arms tied to her long lean limber legs Cody bangs her wet hole with his big hard cock until she is crying happy over-the-top tears and begging him to use her pussy to cum again and again. Brutal and intimate. So hot!
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Krysta Kaos and The Pope have a very long history, and when given the chance to rekindle the magic between them, they both jumped at the chance. Krysta voiced that she had never been properly machine fucked, so what better time to do that than during a device bondage shoot. Krysta is spread eagle with her limbs shackled to the floor. The machine is buried deep inside her pussy, and The Pope starts fucking her immediately. The pain comes in the form of a leather flogger as he strikes her repeatedly to increase her suffering. The orgasms are interrupted with pain, but then back to the orgasms. Next, Krysta is in a doggy position with a leather head harness on, while her body is locked into a steel device. More impact with the flogger gives us our first sighting of tears, as The Pope continues to torment her. The dragon tail known as Fluffy makes an appearance, inflicting immediate damage to Krysta’s flesh. A metal hook is placed inside her pussy and tied off to the head harness so that Krysta can fuck herself while he holds a vibe against her clit. The final scene has Krysta in a standing position with leather straps holding her in place. The Pope puts a zipper down both sides of her body until she can no longer bear the pain. She is then made to cum until he rips it off and sends her over the edge.
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