Anal Extreme Madness and Domination

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Angel Amour - Piggie in a Dress



749 Mb | MP4 | 1280x720 | 01:01:08 | 01/28/23

Anal toys, Ass fucking, Ass to mouth, Ass-eating antics, Asslicking, Cum swallow, Face fucking, Facial, kicking, Painal, Piss drinking, Piss enema, Piss games, Pissing, Rimjobs, Rough anal , Rough oral, smacking, Spitting, face pain, Face slapping, Facesitting, gagging, Heavy degradation, Nasty filth, Paddling, Pussy pain, Pussy Slapping, Riding, Service, Spanking, Stilettos, Slim girl with round bubble butt

Beautiful degradation slut Angel Amour has returned for more rough anal domination. This totally authentic scene is a real-time record of her submitting to Dr. Mercies. She is a pig in a dress, because he wanted her to feel beautiful even while being a disgusting pig slave. This session has lots of painal, ass beating, piss drinking, face fucking, rimming, and face slapping. Most importantly, it has genuine chemistry that allowed Angel to go hard after a long break from heavy submission. This is not your usual factory-made BDSM porn. Both had a good time, with cuddles in the end.



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Angel Amour - SodoMate, the Filthy Anal Dating App



765 Mb | MP4 | 1280x720 | 01:03:32 | 12/30/22

Ass to mouth, Asslicking, Cum in eye, Cum swallow, Face fucking, Facial, Licking piss from floor, Painal, Piss drinking, Piss enema, Piss games, Pissing, Rimjobs, Rough anal , Rough oral, smacking, Spitting, Face slapping, Facesitting, gagging, Heavy degradation, Nasty filth, Paddling, Punishment, Pussy pain, Pussy Slapping, Spanking, Slim girl with round bubble butt

Something different for you all this Christmas! Angel Amour, the #1 degradation slut at the Assylum, stopped by. She and Dr. Mercies decided to have some extra fun by doing a roleplay scene. They imagined they met on a dating app and had 3 dates together. Of course, the dates all got VERY fucked up very quickly. This scene has heavy piss drinking, painal, male on female face sitting with pussy smacking, ass beating, and plenty of silliness amidst it all. Oh... we'd also like to say, fuck all the pretentious protocols of modern dating. This is dating the way we think it ought to be.



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Rebecca Vanguard - Vow of Depravity



819 Mb | MP4 | 1280x720 | 01:04:10 | 11/30/22

BDSM, Bondage, Hardcore, Anal, Piss Drinking, Dldo, Ass Licking, Rimming, Pissing, Blowjob, Cumshot, Facial, Handjob, Caning, Suspension

Harsh anal meets tender symbolism. This scene is like nothing you''ve seen anywhere. Filmed in real time, it''s a wedding between Rebecca Vanguard, one of our kinkiest models, and Depravity. Piss waterboarding, caning, painal, and rope suspension--sure, it''s all in here. But there''s a story here for the mind and maybe even the spirit too. Enjoy this Assylum Special Collection session.



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Lily Thot - Punished Lily



422 Mb | MP4 | 1280x720 | 00:30:43 | 10/31/22

Asslicking, Cum swallow, Face fucking, Facial, Rimjobs, Rough oral, smacking, Belting, Crying, Denial, face pain, Face slapping, Face spanking, gagging, Pain, Punishment, Screaming, Spanking, Big ass, Brunette

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.



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Audrey Holiday - Director's Cut: Little Anal Bug Girl



1.07 Gb | MP4 | 1280x720 | 01:46:59 | 09/30/22

Anal toys, Ass fucking, Ass-eating antics, Asshole pain, Asslicking, Face fucking, Pissing, Rough anal , Rough oral, smacking, Stomping, Bondage, Breast pain, Breast slapping, Dehumanization, Denial, Endurance challenge, face pain, Face slapping, Facesitting, Foot worship, gagging, Heavy degradation, Paddling, Pain, Punishment, Pussy pain, Pussy Slapping, Spanking, Stomping, Tongue punishment, Brunette, Slim girl with round bubble butt

Okay, folks: an extra long director''s cut today. This adds 25 minutes of footage to one of our most popular releases. With this full cut, you can now experience the scene as Audrey did--no unnecessary edits, just the nonstop, crazy experience. This is a very hardcore session with bondage, humiliation and degradation, rough impact play, rough anal and ATM, and extensive rimming, wit



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Lily Thot - Pressed Lily



649 Mb | MP4 | 1280x720 | 00:51:46 | 08/31/22

BDSM, Bondage, Hardcore, Anal, Piss Drinking, Ass Licking, Rimming, Pissing, Blowjob, Cumshot, Vibrator, Facesitting, Caning, Flogging, Paddling, Boot Licking, Facial

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.



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Lily Thot - Elements of Submission



1.28 Gb | MP4 | 1920x1080 | 00:38:12 | 07/31/22

Ass fucking, Ass to mouth, Ass-eating antics, Asslicking, Face fucking, Face sitting, Piss drinking, Piss enema, Piss games, Pissing, Rimjobs, Rough anal , Rough oral, smacking, Spitting, Bondage, Breast pain, Caning, Endurance challenge, face pain, Pain, Screaming, Spanking, Suspension, Tongue punishment, Big ass, Brunette

On the second day of her visit to the Assylum, Dr. Mercies decided that Lily's first quest meant nothing. She would have to start all over again to demonstrate her submission. This might seem cruel, but we think Lily craves the challenge. In this case, the challenge was elemental: she'd have to become like air, submissively taking whatever shape the doctor wanted. And then she'd have to transform all the other elements (air, water, and fire) into air as well--all for the doctor's pleasure. If she did a good job, she would earn the Philosopher's Stone. Her perfect submission would make everything gold.



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Lily Thot - Anal Quest for the Chalice of Sadistic Silliness



830 Mb | MP4 | 1280x720 | 01:09:01 | 06/30/22

Anal toys, Ass fucking, Ass to mouth, Ass-eating antics, Asshole pain, Asslicking, Cum swallow, Face fucking, Facial, Foot licking, His ass to her mouth, Huge toys in ass, Nasty cum play, Painal, Piss drinking, Pissing, Puke, Rimjobs, Rough anal , Rough oral, smacking, Spitting, Caning, Crying, Denial, Endurance challenge, Face slapping, Frozen cum bukkake, gagging, Mind fucking, Nasty filth, Pain, Puke, Riding, Screaming, Spanking, Brunette, Small girl with big ass, long hair

Exciting days at the Assylum, folks. Lily Thot, a super-hardcore and super-sweet masochist, came by for 3 days of submission. She's got a small body but a big, juicy butt, and Dr. Mercies made sure to treat it right... meaning horribly. Lily likes it ROUGH, and ROUGH is how she got it. This first session, a mythical anal quest, has rough painal, hard slapping and spanking, nasty carbon-fiber rodding, extreme cum play with the doctor's frozen cum, piss drinking, mental fuckery, and a sort of anal impalement. But it's also completely ridiculous and fun. It's the best of all worlds, really, with one of our best new anal perverts.



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Leah Winters - Sadistic Sustenance (Director's Cut)



860 Mb | MP4 | 1280x720 | 01:05:54 | 05/31/22

Ass fucking, Ass to mouth, Asshole pain, Asslicking, Face fucking, Facial, Foot licking, Huge toys in ass, Painal, Rimjobs, Rough anal , Rough oral, smacking, Spitting, Bondage, Crying, Denial, Eating food from ass, face pain, Face slapping, Facesitting, Foot worship, gagging, Heavy degradation, Nasty filth, Nasty slop, Pain, Punishment, Pussy pain, Pussy Slapping, Screaming, Spanking, Big ass, Slim girl with round bubble butt

LEVEL 13 DIRECTOR''S CUT!!! The roughest anal fucking we''ve ever shot now includes an anal protein bar feeding. We shot this at the beginning of the pandemic. The original release was intended to explore the need for sadomasochistic companionship along with the other essentials during quarantine. This Director''s Cut retains that theme while providing a fuller cut that showcases the absolute filthiness that occurred between Leah and Dr. Mercies. Please enjoy.



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Rebel Rhyder - Last Dance, In Chains



1.0 Gb | MP4 | 1280x720 | 01:01:47 | 04/30/22

Ass to mouth, Ass-eating antics, Asslicking, Face fucking, Piss games, Pissing, Rimjobs, Rough anal , Rough oral, smacking, Bondage, Breast pain, Breast slapping, Denial, Endurance challenge, Face slapping, gagging, Pain, Riding, Screaming, Spanking, Big ass, Big boobs, Blond

Folks, the day arrived when Rebel had to go home. But, after her incredible week at the Assylum, we agreed on one final session together: she would dance for me in chains to thank me for everything we did together. Her ass got one more rough reaming, her mouth and tongue one more long, filthy endurance challenge. And, as always, she made her sexual challenge into a beautiful expression of submissive grace. Till next time, Rebel!



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Of Purity and Filth



1.21 Gb | MP4 | 1280x720 | 01:50:57 | 02/28/22

Anal toys, Ass fucking, Ass to mouth, Asshole pain, Asslicking, Cum in eye, Face fucking, Facial, Painal, Piss drinking, Rimjobs, Rough anal , smacking, Spitting, Anal stretching, Beatdown, Bondage, Breast pain, Breast slapping, Caning, Crying, Denial, Endurance challenge, face pain, Face slapping, fear, gagging, Mind fucking, Nose pain, Pain, Puke, Punishment, Screaming, Spanking, Suspension, Tongue punishment, Big ass, Blond

Ladies and Gentleman, we mark the end of the year with an extreme anal domination session like you've never before seen. Rebel Rhyder, the girl who can do what almost no other girl can, has returned to our Assylum for a 10-day visit of unbelievable proportions. And I mean that literally. In this first, 2-hour, epic installment of her many-hour journey, Rebel goes from gentle pussy eating to a brutal anal impalement session on a series of dildos so huge that even Vlad the Impaler would be proud. And yes, there is rough assfucking. And yes, there is piss. And yes, there is hard S&M. And yes, there is a mental journey--in fact, I'd call it a spiritual one--into the nature of the human condition. We present this scene not only for its rare physicality but for the heights to which it aspires. This is Assylum at its very best, and for that, we thank the one-and-only Rebel Rhyder. We also thank Hankey's Toys for providing the beautifully monstrous impalers that made this exploration possible.



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In Deepest Painal May We Find Peace



1.44 Gb | MP4 | 1280x720 | 01:59:15 | 01/16/22

Anal toys, Ass fucking, Ass to mouth, Asshole pain, Asslicking, Cum in eye, Face fucking, Facial, Painal, Piss drinking, Rimjobs, Rough anal , smacking, Spitting, Anal stretching, Beatdown, Bondage, Breast pain, Breast slapping, Caning, Crying, Denial, Endurance challenge, face pain, Face slapping, fear, gagging, Mind fucking, Nose pain, Pain, Puke, Punishment, Screaming, Spanking, Suspension, Tongue punishment, Big ass, Blond

Ladies and Gentleman, we mark the end of the year with an extreme anal domination session like you've never before seen. Rebel Rhyder, the girl who can do what almost no other girl can, has returned to our Assylum for a 10-day visit of unbelievable proportions. And I mean that literally. In this first, 2-hour, epic installment of her many-hour journey, Rebel goes from gentle pussy eating to a brutal anal impalement session on a series of dildos so huge that even Vlad the Impaler would be proud. And yes, there is rough assfucking. And yes, there is piss. And yes, there is hard S&M. And yes, there is a mental journey--in fact, I'd call it a spiritual one--into the nature of the human condition. We present this scene not only for its rare physicality but for the heights to which it aspires. This is Assylum at its very best, and for that, we thank the one-and-only Rebel Rhyder. We also thank Hankey's Toys for providing the beautifully monstrous impalers that made this exploration possible.



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Xaya Lovelle - Punish my Ass Inside and Out



982 Mb | MP4 | 1280x720 | 01:03:35 | 11/20/21

BDSM, Bondage, Hardcore, Anal, Dildo, Blowjob, Ass Licking, Rimming, Spanking, Paddling, Spitting, Facial, Cumshot, Cum Eating

After her super intense first session, Xaya returned, covered in bruises and with a sore asshole. You see, she likes suffering and likes the physical record of it. So what could Dr. Mercies do out of the kindness of his heart but to lay bruises upon bruises and to add anal soreness on top of anal soreness. This session is for you sick fucks who like to see an already wrecked ass get wrecked on top of its wreckage. Know, at least, that Xaya enjoyed this, in a masochistic kind of way.



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Xaya Lovelle - Smack-O-Lantern



905 Mb | MP4 | 1280x720 | 01:15:04 | 10/22/21

BDSM, Hardcore, Anal, Dildo, Blowjob, Cumshot, Ass Licking, Rimming, Piss Drinking, Pissing, Caning, Cum Swallow, Facial, Toys

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.



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Nadia Noja - Head Exam



736 Mb | MP4 | 1280x720 | 00:43:44 | 09/24/21

Asslicking, Cum swallow, Face fucking, Facial, Rimjobs, Rough oral, smacking, Spitting, Bondage, Face slapping, Spanking, Training, Brunette, Interview, Slim girl with round bubble butt

Nadia Noja has this innocent yet filthy manner about her that Dr. Mercies found irresistible. So he invited her to the Assylum for some use and training. In this first session, he interviews her about her prior explorations in BDSM. As she answers, he progressively binds her and starts to use her mouth. The scene builds up to some very rough face fucking, oral training, foot worship, and ass eating. There's spanking, face slapping, and spitting, as well. It all culminates in a huge load all over Nadia's face, followed by her eating it and discussing the next steps, which will be for her ass.



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Anneliese Snow - Sphincterbell Director's Cut



703 Mb | MP4 | 1280x720 | 00:35:57 | 12/18/21

BDSM, Bondage, Hardcore, Anal, Dildo, Blowjob, Ass Licking, Rimming, Facial, Cumshot, Suspension

In this beautiful scene, the sweet little Anneliese flies to Dr. Mercies'' bed to serve as his submissive rimjob and assfuck fairy. A puppet suspension allows Anneliese to service the good doctor in multiple positions with minimal effort on his part. When we first released this session in 2016, it was extremely short, because much of the footage had got corrupted. We''ve now been able to recover all the lost footage and re-master the scene. Enjoy this somewhat peaceful interlude, as what''s coming next will be... intense.



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Anastasia Rose - Director's Cut: Punish my 19yo Ass



1.19 Gb | MP4 | 1280x720 | 01:04:37 | 07/24/21

All Sex, Ass fucking, Ass to mouth, Ass-eating antics, Asshole pain, Asslicking, Cum swallow, Piss drinking, Rough anal , Rough oral, smacking, Swirlies, Soapy face fucking, Crying, face pain, Face slapping, gagging, Heavy degradation, Nasty filth, Punishment, Spanking, 18-21, Brunette, Slim girl with round bubble butt, Roleplay

Special treat today, dear members! We've taken our most popular scene ever and completely re-edited and remastered it to create a 20% longer super cut! In this scene, Dr. Mercies and Anastasia did a little roleplay, pretending to cross paths outside. Bratty Anastasia needed a very hard punishment, with brutal assfucking and harsh, soapy face fucking, so that's what she got... in the Assylum bathroom. There's plenty of painal, ass to mouth, deep ass eating, and face slapping too. Enjoy.



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Lydia Black - Let Them Eat Ass Cake



579 Mb | MP4 | 1280x720 | 00:41:08 | 06/25/21

All Sex, Ass fucking, Cum swallow, Enema, Rough anal, Ass to kiss, Huge enemas, Nasty filth, Nasty slop, Brunette, Slim girl with round bubble butt

Lydia had survived two sessions in a row with Dr. Mercies and earned her place in her own unique mold. So the good doctor decided that she now deserved the privilege to make molds for others. He fucked her ass once again to open it up a bit, instructed her to create a mold in the Arts and Crafts area of her cell, and then gave her 3 huge chocolate cake batter enemas. She squirted them all out, and they put the cake in the oven to bake.



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Lydia Black - A World of Sodomy, Piss, and Pain



521 Mb | MP4 | 1280x720 | 00:46:07 | 05/26/21

All Sex, Ass fucking, Ass to mouth, Asslicking, Cum swallow, Enema, Face fucking, Face sitting, Painal, Piss games, Pissing, Rimjobs, Rough anal, Rough oral, Spitting, Bastinado, Caning, Crying, Endurance challenge, gagging, Nasty filth, Pain, Screaming, Tongue punishment, Slim girl with round bubble butt, Tattoos

On Lydia's first day at the Assylum, she earned her own unique mold. Now, on her second day, she has to prove she deserves it. This requires her to steadily inhabit her mold while Dr. Mercies brutally uses her for his sadistic and twisted pleasaure. Rough anal sex, tongue punishment, ass to mouth, rimming, piss enemas and piss drinking are all part of the challenge. Lydia also gets a harsh tongue beating and must then endure a rough face fucking with her sore tongue. This is a severe and intense update made possible by a wonderful masochist. Enjoy.



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Rebecca Vanguard - Ass Cream Sundae Reward



514 Mb | MP4 | 1280x720 | 00:55:13 | 04/26/21

All Sex, Ass-eating antics, Asslicking, Eating food from ass, Face fucking, Facial, His ass to her mouth, Nasty cum play, Rimjobs, smacking, Caning, Crying, Eating food from ass, Endurance challenge, Face slapping, Facesitting, gagging, Heavy degradation, Nasty filth, Nasty slop, Pain, Puke, Screaming, Big ass

After 2 days of trial and use at the Assylum, Rebecca earned a reward from Dr. Mercies: an Ass Cream Sundae. Prior to the Sundae, Dr. Mercies had her eat out of his ass using an especially filthy, degrading technique designed specifically for her. This was accompanied by some brutal caning that had her crying into his ass. Then, once she finished her appetizer, he filled her ass with the sundae ingredients, made her squeeze them out, and then fed her the concoction while she orgasmed. We're pretty sure she enjoyed this. Rebecca is a very sick and twisted girl. We find her very fun.



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