Jessica Kay - Kingdom of Ass , Pain Directors Cut 720p
We are almost the same height, but he is just slightly taller an imposing figure to anyone in his presence, Im sure.
Format: mp4
Duration: 1:35:43
Video: 1280x720, AVC (H.264), 2756kbps
Audio: 123kbps
File size: 2.0 GB
Jessica Kay - Kingdom of Ass and Pain
Release Year: 2018
Cast: Jessica Kay, Bethany Benz
Genres: BDSM, All Sex, Ass fucking, Ass to mouth, Asslicking, Cum swallow, Eating food from ass, Face fucking, Facial, Foot licking, kicking, Painal, Rimjobs, Rough anal, Rough oral, smacking
Video language: English
Jessica is a beautiful lifestyle slave who loves to serve and to suffer with her ass. She has a heart made of gold and an ass sculpted by the gods. That's why she's been back several times. She goes to places most girls you see just can't go--and she goes in filth and grace. This time, Dr. Mercies took her back to 3000BC, in a twisted but heartfelt retelling of Gilgamesh. This session has some extremely harsh sex, where Jessica gets anally hatefucked and smacked up; but it also has moments of sublime tenderness. The domination and sex are unscripted and real, though Dr. Mercies did have her read a pre-selected passage from from the story. This scene doesn't follow any of the rules, which means you've never seen anything like it before. It's hot as fuck, filthy, brutal, passionate, and will get you off while lifting your mind.
Format: mp4
Duration: 1:00:46
Video: 1920x1080, AVC (H.264), 7886kbps
Audio: 124kbps
File size: 3.5 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
Jessica Kay Ho, Ho, Whore Part 2
Release Year: 2016
Studio: RealTimeBondage
Cast: Jessica Kay
Genres: BDSM, Torture, Humiliation
Jessica Kay only has her face available, after all, so she has to assume that there is only so much pain and degradation that we can inflict on her.
Format: mp4
Duration: 39:02
Video: 1280x720, AVC (H.264), 7341kbps
Audio: 108kbps
File size: 2.1 GB
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
Jessica Kay Ho, Ho, Whore Part 3
Release Year: 2016
Studio: RealTimeBondage
Cast: Jessica Kay
Genres: BDSM, Torture, Humiliation
Enough pain will bring anyone to tears, so it isn't surprising that Jessica is crying while we flog her tits. Her nipples have been getting played with all day and they are super sensitive.
Format: mp4
Duration: 37:33
Video: 1280x720, AVC (H.264), 7339kbps
Audio: 108kbps
File size: 2.0 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
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 Creepshow
Release Year: 2022
Video language: English
A girl doesn't get this many piercings without being into a little bit of pain. A girl doesn't get them where Jessica Creepshow has them without being into a lot of pain. She's dominant in her every day life and Jessica gets so tired of taking charge of every situation. What she needs is a man who can wrestle control away from her, put her in her place, and take what he wants from her while she is helpless and in his power.
Format: mp4
Duration: 1:00:17
Video: 1280x720, AVC (H.264), 6762kbps
Audio: 106kbps
File size: 3.0 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
Alt Pain Slut Tormented and Made to Have Squirting Orgasms
Cast: Jessica Creepshow ,The Pope
Genres: bottom ,Corporal Punishment ,Straight ,Pain ,Metal Bondage ,brunet ,Tattoo ,Submission ,BDSM ,Fingering
Video language: English
Jessica is a sexy little bitch that says she can take anything that I dish out. She knows what I’m capable of and the lengths I will go to make someone suffer. Let’s hope she didn’t let her mouth write a check her ass can’t cash. Every position is designed to inflict suffering and pain. Then I come in and escalate her suffering to monumental levels. Every inch of her flesh is in pain and her pussy squirts to show her appreciation for the punishment.
Format: mp4
Duration: 1:08:05
Video: 1280x720, AVC (H.264), 4850kbps
Audio: 122kbps
File size: 2.4 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
DeviceBondage - Alt Ebony Pain Slut Tormented and Made to Have Orgasms
Cast: Jessica Creepshow
Jessica is a sexy little bitch that says she can take anything that I dish out. She knows what I'm capable of and the lengths I will go to make someone suffer. Let's hope she didn't let her mouth write a check her ass can't cash. Every position is designed to inflict suffering and pain. Then I come in and escalate her suffering to monumental levels. Every inch of her flesh is in pain and her pussy squirts to show her appreciation for the punishment.
Format: mp4
Duration: 1:08:04
Video: 1920x1080, AVC (H.264), 9688kbps
Audio: 112kbps
File size: 4.8 GB
A little pain for surrender
Release Year: 2023
Cast: Jessica Kay
Genres: All Sex, Ass fucking, Ass to mouth, Asshole pain, Asslicking, Cum swallow, Painal, Rimjobs, smacking, Spanking machine, Bondage, Caning, Crying, Endurance challenge, Paddling, Pain, Spanking, Big ass, Slim girl with round bubble butt
Video language: English
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.
Format: mp4
Duration: 35:36
Video: 1920x1080, AVC (H.264), 5450kbps
Audio: 120kbps
File size: 1.4 GB
Pain-Slut girl Becomes Slave Girl
Release Year: 2014
Genres: Bdsm, Bondage, Humilation
Gorgeous schoolgirl Jessica is such an extreme pain slut that she breezed through the severe punishment of reform school having a grand time see "Reform school for teens: Upside Down Pain Slut Jessica"..
Format: Windows Media
Duration: 53:43
Video: 480x360, Windows Media Video 9, 1220kbps
Audio: 62kbps
File size: 490.0 MB
Jessica Ryan, Hazel Moore - World Tour From Home (2023)
Release Year: 2023
Cast: Jessica Ryan, Hazel Moore
Genres: Lesbian
Video language: English
Jessica Ryan is walking down the stairs when she is stopped by her , Hazel Moore, coming out of the bathroom and closing the door quickly behind her. Jessica is surprised and curious as to what Hazel is up to. Hazel explains that since Jessica has gone to so much effort to save up for Hazel's college - so much, in fact, that Jessica has been unable to afford a vacation for herself - Hazel has decided to show her gratitude with a special surprise!
Hazel says that she has drawn a luxurious bath for Jessica, who is instantly appreciative and moved by Hazel's thoughtfulness. But Hazel is quick to say that the bath isn't the only surprise she has in store for Jessica. Since Jessica can't go on an actual vacation these days, Hazel has planned a 'trip around the world' - all from the bathtub!
As Jessica relaxes in the bath while wearing her favorite bikini, Hazel uses various treats, decor, and music to help Jessica feel as if she's vacationing in different parts of the world. Jessica is charmed by Hazel's adorable efforts to make her happy, and eventually invites Hazel to join her in the tub.
Format: mp4
Duration: 35:24
Video: 3840x2160, AVC (H.264), 14645kbps
Audio: 125kbps
File size: 3.7 GB
September Reign Loves Jessica
Release Year: 2019
Studio: Spizoo
Cast: Jessica Jaymes, September Reign
Genres: Brunette, Piercings, Big Tits, Masturbation, Milf, Toys, Facesitting, Interracial, Lesbian, Ebony, pussy eating
Video language: English
Following an insightful preparatory discussion between -- all of whom are Hall of Fame directors/performers, Vespoli's old-school approach to lesbian anal puts us right in the action, as she proceeds to fuck and gape Angela and Joanna. This hardcore but intimate scene features copious amounts of strap-on action, ass-to-mouth, dildo double penetration, pussy eating and orgasms; not to mention a clear 'tunnel butt plug' that allows us to see a rare side of Angela.
Format: mp4
Duration: 18:04
Video: 3840x2160, AVC (H.264), 12518kbps
Audio: 125kbps
File size: 1.6 GB
Pretty Jessica Kay is completely broken & dominated
Release Year: 2016
Cast: Jessica Kay
Genres: BDSM, Torture, Humiliation, Pain, Blowjob, Toys, Spanking
Video language: English
We unwrapped our toy, and we've been playing with her all day, but we are not every careful when it comes to pretty, young sluts. Jessica Kay should have been labeled fragile, because she is about to be completely broken by the end of this. Enough pain will bring anyone to tears, so it isn't surprising that Jessica is crying while we flog her tits. Her nipples have been getting played with all day and they are super sensitive. And of course when we put her nipples in suction cups and a rope around her neck she is almost a blubbering mess. But if you want the real evidence of how much she has been through today, watch her reaction to the Sybian. The multiple, intense orgasms start to put a smile on her face, but she has been so horny for so long that she doesn't remember to hold herself back a bit. As soon as she cums once she is filled with regret. This machine doesn't stop like her gentle lovers do. It keeps on buzzing between her legs, tearing more ecstasy from her body until it turns to agony. Her eyes have rolled back into her head and she barely knows where she is by the time the vibrations finally stop.
Format: mp4
Duration: 37:33
Video: 1280x720, AVC (H.264), 7339kbps
Audio: 108kbps
File size: 2.0 GB
Spizoo - September Reign Loves Jessica
Release Year: 2019
Studio: Spizoo
Cast: Jessica Jaymes, September Reign
Genres: Brunette, Piercings, Big Tits, Masturbation, Milf, Toys, Facesitting, Interracial, Lesbian, Ebony, pussy eating
Video language: English
Following an insightful preparatory discussion between -- all of whom are Hall of Fame directors/performers, Vespoli's old-school approach to lesbian anal puts us right in the action, as she proceeds to fuck and gape Angela and Joanna. This hardcore but intimate scene features copious amounts of strap-on action, ass-to-mouth, dildo double penetration, pussy eating and orgasms; not to mention a clear 'tunnel butt plug' that allows us to see a rare side of Angela.
Format: mp4
Duration: 18:04
Video: 3840x2160, AVC (H.264), 12518kbps
Audio: 125kbps
File size: 1.6 GB
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