Beautiful, submissive sweetheart Jessica Kay is back for another sick and twisted epic. And of course, she’s brought her plump, hot ass back with her. This time, Dr. Mercies is in good spirits, because life’s been treating him well. But he wonders what it would be like to be an anal BDSM pervert in other times and places. So he takes Jessica on a crazy painal domination journey across 40,000 years. This session is surreal but also real. It includes painful anal fucking in a straightjacket, cave woman beating, witch dunking, and severe ass punishment in the scold’s bridle.

Paige really toned up since her last visit. So Dr. Mercies decided to put her new strength to work. He turned her into an ass/mule and saddled her with a bunch of things for her suffering and his pleasure. She started out laughing at the ridiculous nature of it all, but it wasn’t long before she was crying. He fucked and beat her ass hard, then made her literally jump through hoops to earn some pleasure for herself. She was a good ass. (This scene was self-shot by Dr. Mercies. So it’s got that less-polished but more natural vibe.)

An extreme 1 hour, 10-minute epic of hard anal filth and real, hard domination–that’s what we have here. Noemie is one of the most perverted girls we’ve had, and Dr. Mercies gives her the full shebang! She eats candy out of her ass, eats it out of his ass, drinks candy piss, and bobs for dildos. The dildos she pulls out of the water are jammed painfully into her ass, gaping her hole. She’s gagged with feet, slapped, fed candy cum, punished with eye piss, roughly bound, and basically just used nonstop for the doctor’s sadistic amusement as a Halloween fantasy object. She liked this too, make no mistake about it. Get out your candy bag, dear viewers. We’ve got a great treat for you today.

Dr. Mercies and Nurse Holl finish diagnosing the very sick little degradation slut, Angel Amour, by testing her capacity for some extra nasty enema play and sloppy head dunking punishment. They also fuck her ass painfully and do lots of ass to mouth and ass to nose. Of course, Nurse Holl facefucks her roughly too so that her slobber collects in her new bucket world. Then comes a surprise. Dr. Mercies announces there’ll be no therapy after this diagnostic and rips up his diploma. That’s right, folks. No more therapy at the Assylum. Dr. Mercies tells Angel they’re just going to use her as their submissive bitch. Then they take her to the padded cell and put her in a sadistic game of tug of whore. This involves some rough bondage with ass eating, face fucking, foot worship, pussy smacking, and mean electrical play. This is a very crazy, extremely filthy, but also very fun session. It was what Angel craved. We said no more therapy, but the truth is this was still therapeutic for her.

A hard anal pounding interrupted with mean spankings–that’s what we have in this therapy session with tiny little brat Violet Sky. Dr. Shadrack fucked her up the ass harder and harder on a steel table and on the floor until her hole started to hurt; then he fed her a patient sperm meal. Dr. Mercies did not make the best choices when selecting wardrobe items today, but we believe painal is always better when delivered by deranged-looking dudes.

Violet’s ass was still sore from the previous day’s 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 had to come with that enema inside her while Dr. Mercies rolled her belly flat with a carpet roller. Yes, this scene is a bit fucked up. But Violet makes fucked-up hot.

One of our first scenes, this was also one of our hardest. We’ve got intense painal, a trash bag suspension, and piss drinking in this scene, plus lots of rimming and ass to mouth, with a sweet girl who enjoyed a sadomasochistic challenge. We are proud now to provide this scene in a new, high-quality remaster with better color, better sound, better everything. We think you’ll enjoy.

Rebel’s second session was so demented, ambitious, and intense that we spread it out over two days of delirious filming. It’s hard to describe what happened here, because there really is nothing to compare this to on he planet. Rebel was turned into a working projector, suspended in nothing but film and used like a theater seat while she herself brought art to screen through her suffering. Dr. Mercies also trained her to pleasure his physical cock and shadow cock at the same time. And he used and punished her very, very hard. Her asshole, breasts, throat, and clit all got a workout. She ate two loads of cum in this session and had multiple giant orgasms herself. This is truly a pinnacle scene at Assylum.

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.

No marketing hype: this is the hardest gangbang ever shot, as well as one of the longest ones. 3 hours of nonstop, sadistic anal insanity with a beautiful, big-ass babe and 4 evil dominants. This scene has extreme anal stretching, very rough ass fucking, heavy caning and paddling, anal electrical play, upside down rope suspension, interrogation, lots and lots of piss, ass to mouth, foot and boot worship, ass eating, and just a profound level of physical and mental challenge. Let it be clear: Rebel is a submissive masochist and wanted this scene. That’s why we have included the full consent discussion in this release. Also, be sure to watch the post-interview discussion for context. We present this scene not only as a rare piece of entertainment but as what we believe will be a valuable, educational glimpse into the practice of BDSM.