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Jessica Kay – Kingdom Of Ass & Pain Director’s Cut

Jessica Kay – Kingdom Of Ass & Pain Director’s Cut

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 …

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Assylum – Rebel Rhyder – The Impossible Anal Journey

Assylum – Rebel Rhyder – The Impossible Anal Journey

Level 13 anal masochist Rebel Rhyder returns in this first, 1-hour episode of a 4-session mega-epic! This episode is filled with rough painal, deep ass eating, piss drinking, and harsh play with very large anal toys. But it’s also got some other things you might not expect: a beautiful film …

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Ass Not Done Yet – Rebel Rhyder

Ass Not Done Yet – Rebel Rhyder

After Rebel’s 3-hour gangbang, in which she was utterly destroyed, she went to use the shower and get dressed. That’s when Dr. Mercies grabbed her and informed her that her ordeal was not yet complete. He delivered the final component of her initiation into the Order of the Star. This …

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Assylum – Anal Table Manners – Sailor Luna

Assylum – Anal Table Manners – Sailor Luna

The night before Sailor’s epic session in the padded cell, I invited her to dinner. I had noodles. She had noodles too… from her ass. There was much painal to go along with them. And giant pickle insertions. And ass hair removal via pliers. And piss. She said she needed …

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One Ass, Six Versions of Anal Sadist – Sailor Luna

Sailor has wanted to visit the Assylum for a long time, because she has trouble finding a strict dom to put her in her place. So Dr. Mercies gave her a firm introduction to the Assylum style of hard anal domination. He wore one hat after another, assuming various identities, …

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Assylum – Wet Painal

Assylum – Wet Painal

Violet’s ass was still sore from the previous day’s brutal anal domination session. She was also a bit nervous about Dr. Mercies’ enema syringe. This made her extra fun. Dr. Mercies bent her over the table and fucked her ass very rudely before giving her a nice, big enema. She …

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Assylum – Anal Sperm Puppet – Audrey Holiday

Assylum – Anal Sperm Puppet – Audrey Holiday

Sick, pretty, little Audrey is back for another round… after informing Dr. Mercies that she’s actually a lesbian. “Wouldn’t it be fun to turn a lesbian into my sperm puppet and watch her gag on all my saved-up frozen cum for a really long time?” he thought. Being the complex …

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Assylum – June 21, 2017 – Anastasia Rose

Punish my ass as I pleasure yours Patient 19 year-old Anastasia gets a hard painal fucking and eats a lot of ass while tied in a demented chair predicament. If you’ve never had a metal chair tied to your shoulders while getting assfucked, then you can’t imagine what an intense …

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