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 …
Watch Live »Real Time Bondage – Ho, Ho, Whore Part 2 – Jessica Kay, Jack Hammer
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 …
Watch Live »Real Time Bondage – Ho, Ho, Whore Part 3 – Jessica Kay, Jack Hammer
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 …
Watch Live »SensualPain – February 26, 2020 – Paddle Crop Torment | Jessica Kay
Two servants, one tormenting the various other for the Master’s home entertainment extender to the members.
Watch Live »SensualPain – June 10, 2020 – Girl Girl and Dreamy Masturbation | Jessica Kay | Abigail Dupree
Am I quite for you? Mmm Dad please edge to climax with me, let me see your pulsing cock orgasm when I do. The amount of times do you orgasm to the idea me being fucked by an additional woman? Mmm, just thinking of two hot ladies having a good …
Watch Live »SensualPain – Oct 21, 2020: Stomach Punching Until you Pee | Jessica Kay | Abigail Dupree
Abigail Dupree Punches Naked Jessica Kay in the belly repeatedly triggering her to yell out hurting, cry and virtually puke. Beating the abdominal area consistently time and again till she is laying on the floor hurting and has to pee. There is just something extremely sexual about girl-girl Belly Punching. …
Watch Live »SensualPain – Oct 20, 2019: Whore Trained For The kerb crawler | Jessica Kay
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 …
Watch Live »SensualPain – Nov 7, 2018 – Lesbian Chewed Food Swapping | Jessica Kay
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 …
Watch Live »SensualPain – Oct 31, 2018: Two Slaves One Human Ashtray | Jessica Kay
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.
Watch Live »SensualPain – Sep 16, 2018 – Humiliation Slave | Jessica Kay
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 …
Watch Live »SensualPain – Aug 8, 2018: Special Kay Piss | Jessica Kay
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 …
Watch Live »SensualPain – May 6, 2018 – Lesbian Pussy Slap | Jessica Kay | Abigail Dupree
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 …
Watch Live »Sensual Pain – Sep 27, 2017 – Whore-able Harlot | Jessica Kay
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 …
Watch Live »Sensual Pain – Oct 1, 2017 – Broken Harlot | Jessica Kay
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 …
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