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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A girl with her head sticking out of a barrel probably thinks that she knows what kind of punishments and humiliations she is about to be subjected to. Jessica Kay only has her face available, after all, so she has to assume that there is only so much pain and degradation that we can inflict on her.

It’s amazing how naive some people can be. Between the hooks, the mouse traps, and a bit more of Rain DeGrey’s special sauce, Jessica has to be grateful that the only part of her we’ve given ourselves access to is her head. Who knows what we would get up to if we had the chance to work her entire body over? Whatever it is, we’ll find out later, but for now we’ve got so many ideas for how to paint a look of suffering over this pretty, little canvas.

We even play the electricity game with her. Normally we run our wires to a girl’s nipples or clit, but for Jessica we’ve decided the electrodes look just as good running to the metal braces in her mouth. She’s struggling to answer our questions around a large, steel impediment, and every time we aren’t satisfied the jolt goes right through her teeth, a place no person is used to feeling a sting. It’s definitely a new and unique way to fuck with a slut’s head, and one we’re pretty proud of.
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We unwrapped our toy, and we’ve been playing with her all day, but we are not every careful when it comes to pretty, young sluts. Jessica Kay should have been labeled fragile, because she is about to be completely broken by the end of this.

Enough pain will bring anyone to tears, so it isn’t surprising that Jessica is crying while we flog her tits. Her nipples have been getting played with all day and they are super sensitive. And of course when we put her nipples in suction cups and a rope around her neck she is almost a blubbering mess. But if you want the real evidence of how much she has been through today, watch her reaction to the Sybian. The multiple, intense orgasms start to put a smile on her face, but she has been so horny for so long that she doesn’t remember to hold herself back a bit. As soon as she cums once she is filled with regret. This machine doesn’t stop like her gentle lovers do. It keeps on buzzing between her legs, tearing more ecstasy from her body until it turns to agony. Her eyes have rolled back into her head and she barely knows where she is by the time the vibrations finally stop.
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Two slaves, one tormenting the other for the Master’s entertainment extender to the members.
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Am I pretty for you? Mmm Daddy please edge to orgasm with me, let me see your pulsing cock orgasm when I do. How many times do you orgasm to the thought me being fucked by another girl? Mmm, just thinking about two sexy females having fun with each other makes my pussy slick and wet. Is it fun to watch me pleasure myself with my favorite vibrator while thinking of your cum in my mouth? My pussy is so wet for your cum. Guys and gals fantasized all the time humping and sucking, riding waves of pleasure. Daddy please… can I cum again?
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Abigail Dupree Punches Naked Jessica Kay in the stomach repeatedly causing her to yell out in pain, cry and almost puke. Beating the abdomen repeatedly again and again till she is laying on the floor in pain and has to pee. There is just something incredibly erotic about girl-girl Stomach Punching. If you clicked on this video, I think you are or will be a fan of abdominal Stomach Punching. Getting punched in the gut is one of the most painful things that can happen, but it can be the most erotic for some. Receiving pain from someone in a relatively unprotected areas of the body is giving power to someone to hurt you. Your stomach is very vulnerable, and trust is paramount.

Giving painful belly punches;
The Spot most effective for abdomen fist punching, kneeing or kicks is just below the navel with a deep rhythmic force. If you give this pain, you should receive it as well to understand the right place.

This erotic fetish observed from the bottom;
I feel it is an intimate experience from a dominant person, the feeling of someone’s fist sink into my belly as the resulting pain fills my abdominal cavity with such an exhilarating and erotic pain. I love the arousal and the lower belly erotic pain when fist punched, kneed or kicked deep into my belly close to my spine and downward to my pelvis. I feel my intestines pushing on my butt and pussy from the inside, There’s a slight ache to them afterwards but no damage. When done at the right pace, I can even let the punches breath for me. It becomes very erotic and I feel so submissive.
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The dark passenger cruises the city streets at night and the early mornings before dawn. He is me, I am of him that will always be. I know him as a cruel and cunning dude that collects the lost and bates them with food. He is sly and shameless, nocturnal and ageless. He hunts for Jack or Jill, the runaways, the homeless not the pigswill.

But I am different than this Master of perversion, that I watch with blurred vision. He dose not care if it is wrong or right, he has a code. He trains these captives to be sex slaves, puts meat on their bones. He whips these chattel to trade them like cattle, at auction that supports the underground commercial sex economy in Austin or Boston Bull. He is a busy man, cages are full.

You cruise the city streets at night and the early mornings before dawn, your kerb crawling for the falling, perverting the innocence. I am He, I will always be!
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Master Smith has another fantasy of two lesbian sex slaves, one chewing food and spitting it out into the mouth of the other slave like a bird. Jessica Kay is really discusted about the Oral Transfer of all kinds of food like apples, banana, candy, yogurt, sucker,

Eating And Chewing Food Fetish, Chewed Food Fetish, Oral transfer
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Master Smith has a smoking fetish. Tonight he was bored while out of town on business and wanted to check in on slave Jessica Kay. He has lots of fetish fantasies that he wants to fulfill and slave Jessica is the right one for this smoking humiliation scene.
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It is a secret that Master Smith has a shoe fetish and he is bored at work. He thought it would be amusing to Skype with sex slave Jessica Kay, to have her do humiliating things to amuse him like shoe licking humiliation and sniffing old shoes. In the first episode of ‘Special Kay Piss’ Master Smith had sex slave Jessica Kay squat and piss in her special K cereal and eat it. she was then instructed to spit in the same bowl and eat some more. Though eating her puked of special Kay is her limit, she does just as well by smearing the piss soggy cereal on her pretty hair, slap her face with it and rub it on her body. After all, amusement is what sex slaves are for, isn’t that right?.
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Master Smith is bored at work, He thought it would be amusing to Skype with sex slave Jessica Kay, have her squat and piss in her special K cereal and eat it. she is then instructed to spit in the same bowl and eat some more. Though eating her puked up special Kay is her limit, she does just as well by smearing the piss soggy cereal on her pretty hair, slap her face with it and rub it on her body. After all, amusement is what sex slaves are for, isn’t that right?.
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Submission and Discipline is this BDSM Master’s favorite perversion and watching these two slaves doing what they are told by producing just pain to the other slave on the tenderest bits, is all so tasty. Witnessing the anticipation and hearing the sudden sharp impact on the pussy, sedates the inner demons. I find pleasure in just watching one slave beat the other with hands, whip and crop. My compersion enhances the senses, a faculty by which the body perceives an external stimulus, so compels me to ask… Have you found your kink, the whisper in your ear, the quickening, that tweak that tickles your nether regions, the twist that slams you into Here and Now? Hopefully it is legal and the consent is at least implied.
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Slave Jessica, is a lady of the night. Lately though, she just has not been the greatest of whores. Leave it to Master James to show the error in her ways, and set her right. In her cage she is to think on how to be a better whore, and how she can make more money for her owner. Like a doll in a steel cage she is put on display for your viewing pleasure.
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Slave Jessica has not been good property. She has not been out earning enough money on the corner. She also cannot keep her mouth shut when told by her master. She is to be punished with 50 lashes to start, caning, spanking and flogging. Her feet barely touch the ground as she is chained to assume the position she knows best.
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