JavaScript Required. Please enable JavaScript in your browser in order to access this web site

Anal madness and extreme sexual domination | Assylum.com

Searching for: Crying

Pogo Stick Painal

Pogo Stick Painal

Angel Amour

After eating a sundae out of her ass, Angel realized just what a sick little girl she was. So Dr. Mercies brought her back to the cell to put her in a straightjacket and give her more of the brutal filth she craves. He bent her over a pogo stick and fucked her ass very rudely, did ass to mouth on her, and pogo-fucked her face. Of course, there was also plenty of ass eating, spit, face slapping, and general degradation. In the end, Angel was crying as she snorted his cum. It's just what she needed.

Added on 08/09/18 | Full Video Inside
Pressed Lily

Pressed Lily

Lily Thot

By Lily's third day at the Assylum, Dr. Mercies was having mixed feelings. On the one hand, he found himself feeling a certain affection for sweet little Lily. On the other hand, her bratty masochism made him want to make her suffer. So he combined both feelings into one scene. Lily suffers for a long time under the doctor's ass as he punishes her, and she takes it hard and rough up her ass too. He presses her--literally with his ass and a pile of sandbags; but then they press a flower together at the end. This scene is very cruel and yet very tender and kind. Enjoy.

Added on 10/20/22 | Full Video Inside
Punish my 19 year-old ass and mouth

Punish my 19 year-old ass and mouth

Anastasia Rose

Anastasia is beyond therapy, so Dr. Mercies just uses her now to let out all his tension. He punishes her mouth by facefucking it with soap, then punishes her ass for what seems like an endless amount of time. He makes her eat his ass, then clean it for him with her tongue and more of the soap. And he flushes her head several times in the toilet bowl as he sodomizes her. Of course, he feeds her his cum and piss as well. Nothing elaborate in this scene, just Dr. Mercies letting out a little steam with a girl who loves being his ragdoll.

Added on 01/19/17 | Full Video Inside
Punish my ass as I pleasure yours

Punish my ass as I pleasure yours

Patient: Anastasia Rose

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 session this was for her. It's one of our hardest, and because she enjoyed it, it was one of our best. She's not cured yet, though. Not at all.

Added on 06/21/17 | Full Video Inside
Punished Lily

Punished Lily

Lily Thot

Alas, we have reached Lily's final session from her recent stay at the Assylum. What this one lacks in creativity it gains in authenticity. You see, Lily did something bad: she slept through one of her previous sessions. So she and Dr. Mercies agreed she needed to be punished. Dr. Mercies punished her PAWG ass very hard with the vicious rubber tawse. He slapped her face. And he used her mouth roughly. You don't see many sessions like this at the Assylum, but Lily is a real-deal submissive masochist, and it was the right session at the right time.

Added on 12/20/22 | Full Video Inside
Punished Punk 2 (EXTREME)

Punished Punk 2 (EXTREME)

Amelia Dire

20 year-old Amelia gets anally hatefucked, head-fucked, face-fucked, and treated at level 10 by Dr. Mercies in this extreme update. She cries from the spanking, cries from the twisted mind-fuckery, and cries from the giant stick rammed up her ass while she plays punk guitar in the air for the staff's enterpainment. This scene is as hard, fucked-up, and REAL as it gets. You will not find anal BDSM with this level of authentic intensity anywhere else on the digital planet. Let's hope Amelia relapses, because treating her was a doctor's sadistic dream.

Added on 03/18/16 | Full Video Inside
Quarantine Dreams--the Finale

Quarantine Dreams--the Finale

Leah

Leah was already brutally dominated 3 times in a row. And now, for her last day with him during their lockdown together, Dr. Mercies put her up to an even more intense challenge. He kept this session simple and gimmick-free. This one is about sheer physicality and mental connection. As a rare "Assylum Uncensored" release, this session shows things that normally don't get shown. Enjoy.

Added on 06/15/20 | Full Video Inside
Queen of Anal 2

Queen of Anal 2

Patient: Amelia Dire

Amelia's saga continues as she strives to earn the title of Queen of Anal. First, she takes a big, yellow piss enema up her ass, squirts it out, and drinks it. Then she gets pounded in her already-sore hole by Orderly Sinn. He does ass to mouth on her and fucks her face in a straightjacket. Then he checks her gape to see if it echoes properly. Watch for the verdict.

Added on 07/13/15 | Full Video Inside
Rebel's Initiation (aka Hardest Gangbang Ever Shot)

Rebel's Initiation (aka Hardest Gangbang Ever Shot)

Order of the Red Star: Rebel Rhyder

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 brutal 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.

Added on 11/21/19 | Full Video Inside
Requiem for her Rectum

Requiem for her Rectum

Patient: Tanzi

Tanzi relapsed and needed her ass to be treated very badly. So Dr. Mercies brings back Orderly Pain to help teach her a painful anal lesson. The two men turn her into a human record player, then they make her spin around as her screams and cries make a twisted kind of music for their listening pleasure. Tanzi gets severely ass fucked, face fucked with ass-dipped cock, beaten hard until she is welted and bruised, and fed two loads of cum, including one from her asshole. This sick bitch liked it all, as far as we can tell.

Added on 04/21/17 | Full Video Inside
Sadistic Sustenance

Sadistic Sustenance

Leah Winters, Quarantine Dreams 2

The day after Leah Winters and Dr. Mercies made Submission, Inc, she came back for this. Despite her ass (and the rest of her body, really) having already being roughly used, the good doctor decided to use it even harder today. As he had gotten to know Leah, Dr. Mercies had learned that she's an absolute sponge for domination, sadism, and extremely rough anal usage. The result from day 2 of their quarantine together is very harsh. Dr. Mercies' fucks her ass from every angle while also punishing her pussy and stomach. But it's also quite tender, as they were both very thankful to each other for their time together. Note that this session was self-filmed by Dr. Mercies.

Added on 04/24/20 | Full Video Inside
Slop Yoga

Slop Yoga

Patient: 19 year-old Rain Summers

This super-hot yoga babe gets exploited and used like a filthy piece of meat. Dr. Mercies discovers her in the garage of the Assylum, where she has been hanging out in hopes of being a patient. Then he admits her, knowing he can use her any way he wants--all for her therapy, of course. He jams different types of anal beads all the way up her asshole, then pulls them out and shoves them down her throat--again and again. He fucks her face and makes her eat his ass too. During all of this, she has to spit her slop into a big bowl. Then He fucks her ass really hard, making her cry and does lots of ass to mouth on her. She says she has to go to the bathroom due to the anal sex, but he ignores and just does more ass to mouth. Finally, he pours her bowl of slop into an enema bag, drips the mix into her ass, makes her squirt it out and eat it. This is just part 1. Orderly Damian takes his turn in part 2... and it gets even rougher for this poor little teenager.

Added on 07/17/16 | Full Video Inside
Smack-o-lantern

Smack-o-lantern

Xaya Lovelle

Warning: this is one of the hardest anal and ass punishment scenes we've shot. Xaya takes it very, very rough. She's an eager masochist, and before the scene began, she actually picked the hardest implements in Dr. Mercies' closet to be used on her: the ballbearing whip, the metal rod, the rubber baton, and the rubber strap, among others. Her beating coincides with painal, ass to mouth, and a strapping while dunked in piss. And did we mention the pumpkin? That's right, she carved her own pumpkin head to wear while being punished. Let me tell you, folks: having that 20-pound quasi-hood on your head takes everything to another level. We expect Xaya to be back on a regular basis. Her type is rare and special.

Added on 10/22/21 | Full Video Inside
Starving for Domination

Starving for Domination

Part 1, Eden Sin

We gave it hard to Eden last time. But she came back with a hungrier mouth and ass than ever. Her appetite for rough domination and anal exploitation knows no bounds. So Dr. Mercies made her just what she needed: a buffet of filth and anal nastiness. He used soap for lube and served her a polished sausage for starters. Eden has never cried in a session before, but she cried in this one. And she was incredibly thankful for it in the end. I think for a little while, her submissive soul stopped growling with hunger and her therapy was actually successful. (This is part 1 of an epic 2-hour session.)

Added on 10/11/17 | Full Video Inside
Swallow Training

Swallow Training

Patient: Jessica Kay

After her epic 2-hour session as Dr. Mercies' little monster girl, Jessica returned to work on a basic need: learning to swallow cum. She had failed to do so in her previous session, but Dr. Mercies found her to be extra submissive this time around. She not only swallowed cum, but she did some filthy things that perceptive viewers will understand. Dr. Mercies was unusually relaxed in this session, because Jessica's willingness to push her limits for him became a kind of nirvana for him. In fact, this documentary is so different from our usual sessions, we're making it the first in a new series: Assylum Undressed. Nothing fancy here, only a quiet, honest intensity you will never find in fake porn.

Added on 10/04/17 | Full Video Inside
Sweet Anal Suffering

Sweet Anal Suffering

Anastasia Rose Returns, p1

Filthy little sweetheart, Anastasia Rose, came back for some intense submissive training at the hand of Dr. Mercies. Disappointingly, she arrived late, so Dr. Mercies decided to begin with a punishment. This involved a hard spanking with lots of ass to mouth using toys dipped in honey that burned her tight little asshole. Anastasia was told she needed to become the sweetest, most obedient girl she could be as Dr. Mercies proceeded to fill her mouthhole with the honey too and brutally facefuck her. This session also included some extra vile foot worship, hard face slapping and face spanking, and other degrading training with little Anastasia bound in cold steel chain. And this was just the beginning of an amazing epic...

Added on 09/01/18 | Full Video Inside
Thanksgiving Painal

Thanksgiving Painal

Jessica Kay

What better way to give thanks than with a painful anal fucking and a long, hard ass beating? So, for Thanksgiving dinner, Dr. Mercies bent Jessica over the table and turned on his brutal, new spanking machine from Germany. Then he calmly enjoyed his meal and ignored her while she suffered. Once her butt was all marked up, he gave it a good ass-to-mouth fucking. Her poor hole was already sore inside from her previous session, so she cried quite a bit when it got fucked again. But Jessica is an anal masochist who's always down for a challenge under the right circumstances, and she submitted beautifully. Dr. Mercies fed her his cum, and she swallowed it all down like a good girl. It was a lovely evening.

Added on 12/14/18 | Full Video Inside
The Ass Bead Game

The Ass Bead Game

Filth Studies V

Presenting the 2.5 hour Museum Collection conclusion to the 5-part Filth Studies Series. Dr. Mercies went all out in this spectacular session, bringing in the uber-hot sadistic mistress Charlotte Sartre to help dominate Rebel. This time, Rebel was turned into a puppet, in an incredible bondage suspension that allowed her to move into any position in 360-degree space. Charlotte and the good doctor played a game of art, philosophy, and spiritual inquiry together as they whipped, paddled, ass-fucked, pissed on, and did everything imaginable to Rebel. There are huge anal toys, sadistic bodily fluid predicaments, control by feet, inverted ass eating, and more. For the first time ever, you'll see a girl get anally fisted with hot sauce while fanning her sadistic top so that the latter stays cool. And we are pretty sure this is first time that anyone anywhere has brought the great bead game to life.

Added on 12/10/23 | Full Video Inside
The Whore Store -- Remastered

The Whore Store -- Remastered

Lyla Kennedy

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.

Added on 10/20/19 | Full Video Inside
Tinderella

Tinderella

Maria Jade

Maria is a bubbly, kinky PAWG with the most amazing big, round ass imaginable. She's also had some trouble finding men to treat her the way she needs to get into subspace. Dr. Mercies figured he'd help her out while also relieving some tension he's had relating to online dating. He degrades the fuck out of Maria and pounds her ass so hard that he literally goes airborne. (We call this new brutal anal destruction move the "asshopper.") He also feeds Maria his feet, fucks her face with piss-dripped cock, and cums into her asshole. And there's more coming soon, when Maria gets to go to the Balls.

Added on 03/22/19 | Full Video Inside
« 1 2 [3] 4 »

Join the ward to see all the sessions