Assylum - Maid for Punishment
Release Year: 2018
Studio: Assylum
Cast: Jessica Kay
Genres: Ass fucking, Ass to mouth, Asslicking, Cum in eye, Face fucking, Facial, Gaping, Painal, Pissing, Rimjobs, Rough anal , Rough oral, Breast pain, Crying, Endurance challenge, face pain
Video language: English
Hot little anal punishment glutton, Jessica, is back for day 3 of her Extended Shoot. Because she likes to clean, Dr. Mercies had her clean his closet, but he called her out every several minutes to use her submissive little mouth and asshole. This is no typical porno or factory BDSM movie, folks. This is an honest, spontaneous session that lasted close to two hours. It contains repeated bouts of rough anal sex, very punishing ass to mouth, extended deep rimming, face fucking, slapping, caning, flogging, tongue beatings, and much more. In the end, Dr. Mercies spread his cum into Jessica´s eyes and sent her back into the closet to continue cleaning with her eyeballs on fire. The beauty of this session is that Jessica liked it. She´s sick and awesome like that. [Extended Shoot, Day 3]
Format: mp4
Duration: 1:07:37
Video: 1280x720, AVC (H.264), 1514kbps
Audio: 117kbps
File size: 812.5 MB
Assylum Jessica Kay - Maid for Punishment
Hot little anal punishment glutton, Jessica, is back for day 3 of her Extended Shoot. Because she likes to clean, Dr. Mercies had her clean his closet, but he called her out every several minutes to use her submissive little mouth and asshole. This is no typical porno or factory BDSM movie, folks. This is an honest, spontaneous session that lasted close to two hours. It contains repeated bouts of rough anal sex, very punishing ass to mouth, extended deep rimming, face fucking, slapping, caning, flogging, tongue beatings, and much more. In the end, Dr. Mercies spread his cum into Jessica's eyes and sent her back into the closet to continue cleaning with her eyeballs on fire. The beauty of this session is that Jessica liked it. She's sick and awesome like that.
Format: mp4
Duration: 1:07:37
Video: 1920x1080, AVC (H.264), 9545kbps
Audio: 91kbps
File size: 4.7 GB
Jessica Kay - Maid for Punishment
Release Year: 2018
Studio: Assylum
Cast: Jessica Kay
Genres: Ass fucking, Ass to mouth, Asslicking, Cum in eye, Face fucking, Facial, Gaping, Painal, Pissing, Rimjobs, Rough anal , Rough oral, Breast pain, Crying, Endurance challenge, face pain
Video language: English
Hot little anal punishment glutton, Jessica, is back for day 3 of her Extended Shoot. Because she likes to clean, Dr. Mercies had her clean his closet, but he called her out every several minutes to use her submissive little mouth and asshole. This is no typical porno or factory BDSM movie, folks. This is an honest, spontaneous session that lasted close to two hours. It contains repeated bouts of rough anal sex, very punishing ass to mouth, extended deep rimming, face fucking, slapping, caning, flogging, tongue beatings, and much more. In the end, Dr. Mercies spread his cum into Jessica´s eyes and sent her back into the closet to continue cleaning with her eyeballs on fire. The beauty of this session is that Jessica liked it. She´s sick and awesome like that. [Extended Shoot, Day 3]
Format: mp4
Duration: 1:07:37
Video: 1280x720, AVC (H.264), 1514kbps
Audio: 117kbps
File size: 812.5 MB
Assylum - Kingdom of Ass & Pain (Director's Cut)
Cast: Jessica Kay
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.
Format: mp4
Duration: 1:35:43
Video: 1920x1080, AVC (H.264), 6743kbps
Audio: 107kbps
File size: 4.7 GB
Kingdom of Ass & Pain Director's Cut
Release Year: 2024
Studio: Assylum
Cast: Jessica Kay
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.
Format: mp4
Duration: 1:35:43
Video: 1280x720, AVC (H.264), 2756kbps
Audio: 123kbps
File size: 2.0 GB
Assylum - Behind the Scenes: Jessica Kay
Release Year: 2017
Studio: Assylum
Cast: Jessica Kay
Genres: Spanking, Behind the scenes, Interview
Video language: English
This is an extended 35-minute interview (and spanking) with Jessica Kay after her two therapy sessions. Jessica is highly intelligent and articulate and shares many great insights.
Format: mp4
Duration: 36:25
Video: 1280x720, AVC (H.264), 766kbps
Audio: 120kbps
File size: 238.7 MB
Bdsm New Kingdom Of Ass & Pain Director's Cut
Release Year: 2024
Studio: Assylum
Cast: Jessica Kay
Genres: Bondage, Hardcore, Anal, Anal Play, Dildo, Ass Licking, Rimming, Suspension, Cum In Mouth
Video language: English
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.
Format: mp4
Duration: 1:35:43
Video: 1280x720, AVC (H.264), 2756kbps
Audio: 123kbps
File size: 2.0 GB
Jessica Kay - Kingdom of Ass & Pain (Director's Cut)
Release Year: 2024
Cast: Jessica Kay
Genres: BDSM, Bondage, Hardcore, Anal, Anal Play, Dildo, Blowjob, Ass Licking, Rimming, Suspension, Cum In Mouth
Video language: English
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.
Format: mp4
Duration: 1:35:43
Video: 1280x720, AVC (H.264), 2756kbps
Audio: 123kbps
File size: 2.0 GB
Young Big Ass Maid for Punishment
Release Year: 2018
Cast: Jessica Kay
Genres: BDSM, Anal, Punishment, Spanking, Pissing, Crying, Facial, Gaping, Rough oral
Video language: English
Hot little anal punishment glutton, Jessica, is back for day 3 of her Extended Shoot. Because she likes to clean, Dr. Mercies had her clean his closet, but he called her out every several minutes to use her submissive little mouth and asshole. This is no typical porno or factory BDSM movie, folks. This is an honest, spontaneous session that lasted close to two hours. It contains repeated bouts of rough anal sex, very punishing ass to mouth, extended deep rimming, face fucking, slapping, caning, flogging, tongue beatings, and much more. In the end, Dr. Mercies spread his cum into Jessica's eyes and sent her back into the closet to continue cleaning with her eyeballs on fire. The beauty of this session is that Jessica liked it. She's sick and awesome like that.
Format: mp4
Duration: 1:07:37
Video: 1920x1080, AVC (H.264), 4688kbps
Audio: 117kbps
File size: 2.3 GB
Kingdom of Ass & Pain
Cast: Jessica Kay
Genres: BDSM, Bondage, Hardcore, Anal, Anal Play, Dildo, Blowjob, Ass Licking, Rimming, Suspension, Cum In Mout
Video language: English
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.
Format: mp4
Duration: 1:35:43
Video: 1280x720, AVC (H.264), 2756kbps
Audio: 123kbps
File size: 2.0 GB
Assylum - 40,000 Years of Anal Tears
Release Year: 2018
Studio: Assylum
Cast: Jessica Kay
Genres: Ass fucking, Asshole pain, Asslicking, Face fucking, Facial, Foot licking, Painal, Rimjobs, Rough anal , Rough oral, Spitting, Bondage, Breast pain, Breast slapping, Face slapping, gagging, Mind fucking, Paddling, Pain, Pussy pain, Screaming, Suspension, W
Video language: English
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.
Format: mp4
Duration: 1:22:56
Video: 1280x720, AVC (H.264), 1780kbps
Audio: 122kbps
File size: 1.1 GB
Assylum - Swallow Training
Release Year: 2017
Studio: Assylum
Cast: Patient Jessica Kay
Genres: Ass fucking, Ass to mouth, Asslicking, Cum swallow, Foot licking, Painal, Rough oral, Crying, gagging, Mind fucking, Nasty filth, Pussy eating, 1821, Blond
Video language: English
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.
Format: mp4
Duration: 52:00
Video: 1280x720, AVC (H.264), 1808kbps
Audio: 120kbps
File size: 737.5 MB
Jessica Kay - Behind the Scenes: Jessica Kay
Release Year: 2017
Studio: Assylum
Cast: Jessica Kay
Genres: Spanking, Behind the scenes, Interview
Video language: English
This is an extended 35-minute interview (and spanking) with Jessica Kay after her two therapy sessions. Jessica is highly intelligent and articulate and shares many great insights.
Format: mp4
Duration: 36:25
Video: 1280x720, AVC (H.264), 766kbps
Audio: 120kbps
File size: 238.7 MB
Jessica Kay - Swallow Training
Release Year: 2017
Studio: Assylum
Cast: Jessica Kay
Genres: Ass fucking, Ass to mouth, Asslicking, Cum swallow, Foot licking, Painal, Rough oral, Crying, gagging, Mind fucking, Nasty filth, Pussy eating, 1821, Blond
Video language: English
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.
Format: mp4
Duration: 52:00
Video: 1280x720, AVC (H.264), 1808kbps
Audio: 120kbps
File size: 737.5 MB
Don't Lift A Finger!
Release Year: 2021
Studio: Mommy's Girl
Cast: Jessica Ryan, Percy Sires
Genres: Blonde, Big Tits, Natural Tits, Fingering, Teen, Milf, Old Young, Family Roleplay, Tribbing, Lesbian, Lingerie, Uniform, Model Debut, Stepdaughter, stepmom, pussy eating
Video language: English
Jessica Ryan is resting in bed when she is greeted by her loving stepdaughter, Percy Sires. It is Jessica's birthday and Percy wants it to be special! In fact, she's going to do everything for Jessica that Jessica does for her, including all the cooking and cleaning. She doesn't want her dear stepmom to lift a finger!
Jessica is touched and open to it. Percy excuses herself to get changed to do the chores and when she returns wearing a skimpy maid's uniform, Jessica's jaw drops. Although it's an honest mistake on Percy's part, Jessica is unable to tell her how inappropriate the outfit is... because Jessica is instantly turned on by it!
Instead, Jessica, after becoming too flustered, flees the room. But each time she leaves, Percy comes around to do the chores. Every time Percy innocently bends over and accidentally shows her sexy form off, Jessica's urges become stronger and stronger. It finally gets to the point that Jessica tells Percy to take off the outfit since it's turning her on!
But instead of being deterred, Percy is surprised. Now that the secret's out, she take the outfit off... but in a much more sultry way. After all, Percy wants to do everything she can to make Jessica's special day extra special!
Format: mp4
Duration: 35:35
Video: 3840x2160, AVC (H.264), 11311kbps
Audio: 125kbps
File size: 2.9 GB
Jessica Kay - Little Anal Monster Girl
Release Year: 2017
Studio: Assylum
Cast: Jessica Kay
Genres: Anal toys, Ass fucking, Ass to mouth, Asshole pain, Asslicking, Facial, Foot licking, Gaping, Painal, Rough oral, Spitting, Ass worship, Bondage, Breast pain, Caning, Crying, Dehumanization
Video language: English
This extreme anal domination and S/M session is the pinnacle of Assylum, folks. It was shot in one continuous take and is 1 hour 45 minutes long. Normally, we´d break this into 2 parts, but we want you to experience the whole thing as it was shot in real time. Almost everything is here: hard anal sex, ATM, vaginal, rimming, facefucking, a cum with a couple dozen saved-up loads, electrical play, needles, spanking, paddling, caning, medical devices, hooks, restraints, nipple and clit punishment, and humiliating body alteration. All this with one of the most beautiful girls we´ve ever shot. We often say, "Good luck finding a scene like this anywhere else." In this case, you´d have a better chance winning the lottery 5 times in a row.
Format: mp4
Duration: 2:00:01
Video: 1280x720, AVC (H.264), 1728kbps
Audio: 123kbps
File size: 1.6 GB
Assylum - Once Upon a Fucked-up Time
Release Year: 2018
Studio: Assylum
Cast: Jessica Kay
Genres: Anal toys, Ass fucking, Asseating antics, Asslicking, Cum swallow, Face fucking, Foot licking, Painal, Rimjobs, Rough anal , Bondage, Breast pain, Crying, Endurance challenge, Face slapping, Foot worship, gagging, Mind fucking, Needles, Pain, Pussy eating,
Video language: English
Sweet, submissive Jessica is back for another extreme anal domination session--and the first Extended Shoot (ie, multiple days of training and use) at the Assylum. Once again, we filmed in close to real time as she submitted to Dr. Mercies´ twisted and cruel demands. There is so much insanity in this 1 hour 45 minute epic, it´s hard to know where to begin. Just imagine a beautiful, brave girl going through one intense sexual challenge after another. There´s rough anal and ass to mouth; deep, long ass eating; hard spanking; gagging; slapping; needles; and heavy hot wax all over her body. Unusually for Dr. Mercies, there´s also a good bit of pussy pleasure. He even lets Jessica come, because she was such a good submissive girl. Once again, we say: good luck finding anything like this anywhere else. [Extended Shoot, Days 1 & 2]
Format: mp4
Duration: 1:46:16
Video: 1280x720, AVC (H.264), 2153kbps
Audio: 122kbps
File size: 1.7 GB
Jessica Sodi - Punishment For The Big Booty Girl FullHD 1080p
Release Year: 2022
Cast: Jessica Sodi
Video language: English
Jessica Sodi will be taken to the punishment room. That slutty bitch will receive heavy punishment for having misbehaved.
Format: mp4
Duration: 30:03
Video: 1920x1080, AVC (H.264), 3927kbps
Audio: 216kbps
File size: 913.6 MB
Jessica Kay - Once Upon a Fucked-up Time
Release Year: 2018
Studio: Assylum
Cast: Jessica Kay
Genres: Anal toys, Ass fucking, Asseating antics, Asslicking, Cum swallow, Face fucking, Foot licking, Painal, Rimjobs, Rough anal , Bondage, Breast pain, Crying, Endurance challenge, Face slapping, Foot worship, gagging, Mind fucking, Needles, Pain, Pussy eating,
Video language: English
Sweet, submissive Jessica is back for another extreme anal domination session--and the first Extended Shoot (ie, multiple days of training and use) at the Assylum. Once again, we filmed in close to real time as she submitted to Dr. Mercies´ twisted and cruel demands. There is so much insanity in this 1 hour 45 minute epic, it´s hard to know where to begin. Just imagine a beautiful, brave girl going through one intense sexual challenge after another. There´s rough anal and ass to mouth; deep, long ass eating; hard spanking; gagging; slapping; needles; and heavy hot wax all over her body. Unusually for Dr. Mercies, there´s also a good bit of pussy pleasure. He even lets Jessica come, because she was such a good submissive girl. Once again, we say: good luck finding anything like this anywhere else. [Extended Shoot, Days 1 & 2]
Format: mp4
Duration: 1:46:16
Video: 1280x720, AVC (H.264), 2153kbps
Audio: 122kbps
File size: 1.7 GB
Assylum - Pervert Pilgrimage
Release Year: 2017
Studio: Assylum
Cast: Jessica Kay
Genres: Anal toys, Ass fucking, Ass to mouth, Asslicking, Cum swallow, Face fucking, Foot licking, Gaping, Nasty cum play, Painal, Rimjobs, Rough anal , Rough oral, Spitting, Bondage, Breast pain, Crying, Face slapping, Frozen cum bukkake, gagging, Mind fucking, N
Video language: English
If you´ve seen Jessica´s previous sessions, you know she´s the real deal. A submissive masochist who gives her all physically and mentally. That´s why we brought her back for Thanksgiving--because Dr. Mercies wanted to make something really special. This 1-hour 15-minute, extreme anal domination session is part 1 of an extraordinary 2-hour adventure that begins with a trip through Dr. Mercies´ perverted world, leads to the seeding of a new world with his frozen cum, and culminates in a "cornholecopia." Jessica pushed her limits hard for the sake of experiencing and making this, so we hope you´ll enjoy it.
Format: mp4
Duration: 1:18:03
Video: 1280x720, AVC (H.264), 1924kbps
Audio: 123kbps
File size: 1.1 GB