Anal Extreme Madness and Domination

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Jessica Kay - Kingdom Of Ass & Pain Director's Cut



1.97 Gb | MP4 | 1280x720 | 01:35:43 | 02/26/24

BDSM, Ass to mouth, Face fucking, kicking, Painal, Rimjobs, Rough anal, Rough oral, smacking, Spitting, Beatdown, Crying, Denial, gagging, Heavy degradation, Pain, Punishment, Screaming, Service, Spanking, Suspension, Big ass, Blond

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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Rebel Rhyder - Rebel Gets A Reward



1.12 Gb | MP4 | 1920x1080 | 00:25:46 | 04/15/24

BDSM, Asslicking, Face fucking, Facial, Foot licking, Pussy fucking, Rough oral, Spanking, Blond, long hair, Multiple girls, Slim girl with round bubble butt

And now we have the completion of Rebel's latest mega-series at the Assylum. In the last session from her recent visit, Dr. Mercies and Charlotte Sartre gave Rebel a reward for her submission. Charlotte fucked Rebel's pussy with a strapon while Rebel ate the doctor's ass. Rebel was permitted to cum with her tongue in its proper place, before she was served a final cumload from the doctor for her to snort into her little piggie snout. This session is on the lighter side but was good fun for all.



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Lily Thot - Anal Solace and Suffering



507 Mb | MP4 | 1280x720 | 00:49:00 | 05/09/24

BDSM, Hardcore, Anal, Piss drinking, Piss Games, Pissing, Blowjob, Ass Licking, Rimming, Caning, Facial, Cumshot, Hanjob, Facesitting, Foot Worship, Paddling

Anal masochist Lily Thot brought her cute little self (and that big ass of hers) back for special treatment by Dr. Mercies. This session has a tender outside and a harsh inside. Lily meditates in her rock garden, only to be interrupted by the doctor, who'd prefer she find peace in painal and ass eating. An adventure in very rough sex, with heavy face fucking, piss drinking, ass fucking and ass to mouth, foot worship, and cum eating ensues. Lily may be small and cute, but she's one tough pain-loving slut. That's why she's a favorite around here.



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Lily Thot - Goddess Of The Loo - 07/24/2024



2.27 Gb | MP4 | 1920x1080 | 00:51:35 | 07/24/2024

BDSM, Anal toys, Asslicking, Cum in eye, Cum swallow, Enema drinking, Face fucking, His ass to her mouth, Piss drinking, Piss games, Rimjobs, Rough anal , Rough oral, smacking, Soapy face fucking, Spitting, Face slapping, Frozen cum bukkake, gagging, Nasty filth, Paddling, Pain, Puke, Spanking, Tongue punishment, Big ass

Dr. Mercies was feeling down. He worried his life has been consumed by filth. So Lily became a very filthy being for him--the Goddess of the Loo. She absorbed the doctor's bodily fluids and inner sadism into her own being. In this way, the doctor was redeemed. This session has plenty of hard anal sex, with piss drinking, frozen cum drinking and snorting, anal swirlies, toilet brush play, liquid soap cock sucking, and fluids to the eye. As you'd expect, Lily loved being the doctor's Goddess. It was a wonderful day in the bathroom for both.



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Rebel Rhyder - The Psycho-ANAL-ysis of Rebel Rhyder



1.0 Gb | MP4 | 1280x720 | 01:47:06 | 09/11/2024

BDSM, Ass to mouth, Asslicking, Bukkake, Cum in eye, Cum in wrong places, Cum snorting, Cum swallow, Face fucking, Facial, Foot licking, Fucked-up cum games, Licking piss from floor, Nasty cum play, Painal, Piss games, Pissing, Puke, Rimjobs, Rough anal , Rough oral, smacking, Spitting, Anal stretching, Electrical play, Endurance challenge, Face slapping, Frozen cum bukkake, gagging, Mind fucking, Nasty filth, Nose pain, Pain, Puke, Pussy pain, Screaming, Suspension, Tongue punishment, Big boobs, Slim girl with round bubble butt

Rebel Rhyder has returned for something different: psychoanalysis to figure out why she does such crazy things. This scene is no parody or gimmick; it's a documentary of a genuine mental and physical BDSM session. It's got all the rough sexual staples (hard anal sex, face fucking, rimming, piss drinking, and slapping), as well as rarer acts like frozen cum snorting and drinking, eye cum, big anal toy sitting, and tongue punishment with noxious oil and implements. But it's also got creative mental play with art and unique props you've never seen before. The whole thing ebbs and flows between gentle questioning and extremely severe electric shocks to the pussy in a straightjacket and chain suspension that holds Rebel up mainly by her clit. The scene is a wild ride back and forth between level 5 and level 14 -- a ride you'll only ever be able to take on Assylum. Other sites fake it; we make it.



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Rebel Rhyder - Ass Not Done Yet 2



1.16 Gb | MP4 | 1920x1080 | 00:25:40 | 11/09/24

Ass to mouth, Asslicking, Face fucking, His ass to her mouth, Painal, Rimjobs, Rough anal , Rough oral, smacking, Spitting, Denial, Endurance challenge, Face slapping, gagging, Spanking, Slim girl with round bubble butt

After Rebel's epic pyscho-anal-ysis, Dr. Mercies gave her a break... for a few minutes. Then it was time to use her again, this time to just enjoy her ass and mouth. Sometimes, it's best to keep things simple, and that's what this session is about. Dr. Mercies rudely re-stretched her holes in the cell and fucked her face. Later, when she was cleaning herself up in the bathroom, he pounded her in front of the mirror and in the toilet. Then he came, and then he started fucking her ass again. Yes, Rebel enjoys being treated this way. We'll just have to have her back to go more rounds.



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Jessica Kay - Maid for Punishment - Full Cut (Jan. 23, 2025)



1.0 Gb | MP4 | 1280x720 | 01:35:17 | 23/01/25

Anal toys, Ass fucking, Ass to mouth, Asslicking, Cum in eye, Face fucking, Painal, Piss games, Pissing, Rimjobs, Rough anal , Rough oral, smacking, Breast slapping, Caning, Crying, Face slapping, gagging, Pain, Spanking, Tongue punishment, 18-21, Big ass, Blond, long hair

Jessica Kay was special. When she moved on, we never found anyone quite like her. So we've re-edited one of our members' favorite BDSM painal sessions from scratch. We included basically everything as it occurred in real time. This was a real domination session, and now you can watch it as if you were literally there. There's over 20 minutes of additional footage here, and the quality has been improved in a few spots. Once again, this is a very intense and authentic scene. Please listen to the audio interview we conducted after the shoot and included at the end of the scene for more context.



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