Video Description: This is our first time and I want to give my virginity to you. It's a little painful and I cry a little at the beginning, but then I start to enjoy it. We have sex in a condom, but it breaks and I'm sure that I will be pregnant.The whole video was filmed in a missionary position

Video Description: 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!

Video Description: 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.

Video Description: 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!

Video Description: 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!

Video Description: 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.

Video Description: 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

Video Description: 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.

Video Description: My hot outfit matches the sadistic mood I'm currently feeling. I feel like just causing my slave girl Lexi extreme pain for no reason but because I enjoying making her scream and cry.