Jessica Kay (Little Anal Monster Girl Punished Hard)



Release Year: 2017
Cast: Jessica Kay
Genres: BDSM, Bondage, Facial, Rough Oral, Spitting, Caning, Crying, Dehumanization, Electrical Play, Face Slapping, Gagging, Heavy Degradation, Mind Fucking, Needles, Paddling, Pain, Anal
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: 1920x1080, AVC (H.264), 5629kbps
Audio: 123kbps





File size: 4.9 GB






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Submissive sweetheart Jessica Kay punished hard



Release Year: 2018
Cast: Jessica Kay
Genres: BDSM, Bondage, Face Fucking, Rough Oral, Whipping, Mind Fucking, Paddling, Pain, Gagging, Suspension, Rough Anal
Video language: English

Beautiful, 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. 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: 1920x1080, AVC (H.264), 5623kbps
Audio: 122kbps





File size: 3.4 GB






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Jessica Ryan & Lily Lane - Lily Lane Handles Jessica Ryan’s Ass



Release Year: 2023
Cast: Jessica Ryan, Lily Lane
Genres: BDSM, Bondage, Lesbian, Anal, Anal Stretching, Strap-on, Dildo, LezDom, Ass Licking, Rimming, Stockings
Video language: English

Lily Lane and Jessica Ryan get it on for the first time in this super hot EB update. Princess Lily saunters into the dungeon in her sexy lingerie and high heels to find Jessica is all tied up and eager to please. She starts with the crop on Jessica’s butt, thighs and tender feet getting her all warmed up for a day of all the way girl on girl ass play with lots of big toys. Lily stretches Jessica’s tight hole with bigger and bigger butt plugs and then fucks her ass good with a strap-on dildo causing her to cum hard. Then Princess Lily lures her filthy little toy into her own sexy, curvy ass. Jessica licks Lily clean and then fucks her ass with a thick pink dildo and then an even bigger toy and finally stretches Lily’s ass wide open with an industrial speculum. What a fun play day!

Format: mp4
Duration: 58:18
Video: 1920x1080, AVC (H.264), 9743kbps
Audio: 156kbps





File size: 4.1 GB






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Lily Lane Handles Jessica Ryan’s Ass 



Cast: Jessica Ryan, Lily Lane
Genres: BDSM, Bondage, Lesbian, Anal, Anal Stretching, Strap-on, Dildo, LezDom, Ass Licking, Rimming, Stocking
Video language: English

Lily Lane and Jessica Ryan get it on for the first time in this super hot EB update. Princess Lily into the dungeon in her sexy lingerie and high heels to find Jessica is all tied up and eager to please. She starts with the crop on Jessica’s butt, thighs and tender feet getting her all warmed up for a day of all the way girl on girl ass play with lots of big toys. Lily stretches Jessica’s tight hole with bigger and bigger butt plugs and then fucks her ass good with a strap-on dildo causing her to cum hard. Then Princess Lily lures her filthy little toy into her own sexy, curvy ass. Jessica licks Lily clean and then fucks her ass with a thick pink dildo and then an even bigger toy and finally stretches Lily’s ass wide open with an industrial speculum. What a fun play day!

Format: mp4
Duration: 58:18
Video: 1920x1080, AVC (H.264), 9743kbps
Audio: 156kbps





File size: 4.1 GB






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Queen turned a submissive



Cast: Tay, Venusss Model, Jessica
Genres: Lezdom, Lesbians, Pussy And Ass Worship, Facesitting, Anilingus, Lic
Video language: English

Venus decided to check what is happening on Tay's bedroom, when she enters, Tay is trampling Jessica. Venus order to Tay stop and get out of Jessica. Jessica can not understand what is happening, Venus wants to help Jessica, so both start to dominate Tay and have sex with her, licking Tay's pussy and asshole. Venus wanna shows to Tay that Jessica is a good sub and dont need to be punished, she is a lesbian sub and she knows how to suck a pussy and asshole as no one.

Format: mp4
Duration: 33:40
Video: 1920x1080, AVC (H.264), 7766kbps
Audio: 123kbps





File size: 1.9 GB






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Jessica Kay



Release Year: 2015
Cast: Jessica Kay
Genres: BDSM, Humiliation, Torture
Video language: English

Jessica Kay got into this gig thinking that if she hung around long enough then maybe Ot. would notice her and decide to use her in the same way he does all of the models that come onto the set. She doesn't want to be on video, she has no interest in being a star, but Jessica definitely wants to be dominated and she has become obsessed with being the next girl he handles.

Her plan is simple, if she dresses like a slut enough then Ot won't be able to help himself. Or so she thinks. Well, it pays off once, but not in the way that she thinks. Sure, Ot uses her, but it comes with conditions. She isn't going to be strutting around the office wearing skirts so short her panties peek anymore. She'll be nice and professional.

But Jessica isn't a quitter. She wants to be dominated daily and she'll do whatever it takes to make it happen. Sure enough, things start slipping through the cracks and she needs to be punished again. Metal bondage, corporal punishment, and more than a few orgasms are coming for her. It may be counter productive and just encourage her to mess up more, but Ot is tired of her screwing around so if nothing else works he is going to give her more of what she wants than she'll know how to handle.

Format: mp4
Duration: 52:30
Video: 1280x720, AVC (H.264), 7310kbps
Audio: 109kbps





File size: 2.8 GB






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Jessica Starling - Jesse Loads Monster Facials (2022)



Release Year: 2022
Cast: Jessica Starling
Genres: Blondes
Video language: English

Jessica is the quintessential California blonde bombshell. She's beautiful, confident, playful and with all the right curves in the right place. And she loves to get fucked and get cum all over her face. She says so herself. And that smile don't lie. She pops her curves out to get Chad going and within seconds he joins her on the bed with a hard-on. They suck and fuck hard until her face and eyes are filled with cum.

Format: mp4
Duration: 35:06
Video: 1920x1080, AVC (H.264), 8283kbps
Audio: 125kbps





File size: 2.1 GB






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Jessica Kay (Little Anal Monster Girl)



Release Year: 2017
Cast: Jessica Kay
Genres: BDSM, Bondage, Facial, Rough Oral, Spitting,Crying, Dehumanization, Electrical Play, Face Slapping, Gagging, Paddling, Pain, Anal
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: 1920x1080, AVC (H.264), 5629kbps
Audio: 123kbps





File size: 4.9 GB






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Avi's Anal Training with her Sadistic Step Family



Cast: Avi Love ,Jessica Ryan ,Tommy Pistol
Video language: English

Avi is a crafty little daddy’s girl that arrives at her Step Father’s house with plans to get back to her boyfriend, but Tommy’s new wife Jessica see’s right through her 18 year old lies and puts her cute little ass on notice with a good hard spanking and a metal anal plug. It was Avi’s misfortune to have interrupted Jessica and Tommy’s date day with her bullshit. Jessica had been waiting a long time to get her round ass tied up tight, drooling on a ball gag a with a strict caning from her husband. Once her sweet ass was burning with red cane marks and bouncing on Tommy’s cock she was ready to confess every dirty thought and fantasy she had been saving for this special day. It all comes spilling out of her like slobber around his cock as she gags and sucks with pent up desire: that is until his phone starts ringing with the news that Avi is coming over to escape some trouble she has found herself in. Tommy leaves his little anal angel with Jessica, who decides to take her day back and have some evil lesbian fun with this little brat and teach her about pussy clamps, anal, pussy licking, and how to take a good beating. When Tommy comes home and finds his step daughter covered in his wife’s cunt he is furious, until both ladies manage to sooth his nerves and invite him into a zone of taboo sexual pleasure. He teaches his step daughter how to take a cock in her ass and follow orders as Jessica get’s herself off and cleans Avi’s ass off his cock happily. The end of the afternoon finds Jessica in some belt bondage and her husbands cock deep in her ass as Avi rides her face and screams around a big red ball gag. The little princess has her first tight zipper on and is going to hold her undisciplined orgasms back as long as she can because Daddy is watching, and he wants to see that she can show some self control while he gives Jessica the indulgent anal pounding she has been waiting so long for. After showing that she can be a good girl, Avi is given a full anal exploration, with Tommy and Jessica stretching and pulling open all her sweet young holes while she learns how to cum in a thousand new ways.

Format: mp4
Duration: 1:21:19
Video: 1280x720, AVC (H.264), 4892kbps
Audio: 122kbps





File size: 2.9 GB






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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






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Jessica Kay - The Assistant



Release Year: 2015
Studio: Infernalrestraints
Cast: Jessica Kay
Genres: Begging, Dragon Tail, Flogging, Hitachi, Metal Bondage, Metal Dildo, Mittens, Nipple Clamps, Orgasm, Pipe Gag, Pussy Whipping, Strappado
Video language: English

Jessica Kay got into this gig thinking that if she hung around long enough then maybe O.T. would notice her and decide to use her in the same way he does all of the models that come onto the set. She doesn't want to be on video, she has no interest in being a star, but Jessica definitely wants to be dominated and she has become obsessed with being the next girl he handles. Her plan is simple, if she dresses like a slut enough then O.T. won't be able to help himself. Or so she thinks. Well, it pays off once, but not in the way that she thinks. Sure, O.T. uses her, but it comes with conditions. She isn't going to be strutting around the office wearing skirts so short her panties peek anymore. She'll be nice and professional. But Jessica isn't a quitter. She wants to be dominated daily and she'll do whatever it takes to make it happen. Sure enough, things start slipping through the cracks and she needs to be punished again. Metal bondage, corporal punishment, and more than a few induced orgasms are coming for her. It may be counter productive and just encourage her to mess up more, but O.T. is tired of her screwing around so if nothing else works he is going to give her more of what she wants than she'll know how to handle.

Format: mp4
Duration: 52:30
Video: 1280x720, AVC (H.264), 2696kbps
Audio: 109kbps





File size: 1.1 GB






Download




The Assistant



Release Year: 2015
Cast: Jessica Kay
Genres: BDSM, Humiliation, Torture
Video language: English

Jessica Kay got into this gig thinking that if she hung around long enough then maybe Ot. would notice her and decide to use her in the same way he does all of the models that come onto the set. She doesn't want to be on video, she has no interest in being a star, but Jessica definitely wants to be dominated and she has become obsessed with being the next girl he handles.

Her plan is simple, if she dresses like a slut enough then Ot won't be able to help himself. Or so she thinks. Well, it pays off once, but not in the way that she thinks. Sure, Ot uses her, but it comes with conditions. She isn't going to be strutting around the office wearing skirts so short her panties peek anymore. She'll be nice and professional.

But Jessica isn't a quitter. She wants to be dominated daily and she'll do whatever it takes to make it happen. Sure enough, things start slipping through the cracks and she needs to be punished again. Metal bondage, corporal punishment, and more than a few orgasms are coming for her. It may be counter productive and just encourage her to mess up more, but Ot is tired of her screwing around so if nothing else works he is going to give her more of what she wants than she'll know how to handle.

Format: mp4
Duration: 52:30
Video: 1280x720, AVC (H.264), 7310kbps
Audio: 109kbps





File size: 2.8 GB






Download




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






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After party public gangbang with cute latinas Jasminy Villar and Jessica Azul



Release Year: 2024
Cast: Jasminy Villar and Jessica Azul
Genres: Orgy, Gangbang, Anal, Blowjob, Ebony, Anal Creampie, Public Sex, Dirty Ass, Monster Cocks, BBC
Video language: English

Unusual public gangbang action starts with dizzy latinas Jasminy Villar and Jessica Azul! They show short presentation, that turns into rough group fuck and double penetration after few minutes.

Format: mp4
Duration: 45:54
Video: 1920x1080, AVC (H.264), 7320kbps
Audio: 241kbps





File size: 2.5 GB






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Jessica Ryan - Keeping Stepmom Happy 1080p



Release Year: 2023
Cast: Jessica Ryan
Video language: English

When you have a hot stepmom like Jessica Ryan, it's important to keep her happy. Ricky Spanish does his best, but Jessica is super hot and he can't help staring at her. Jessica is making coffee in a towel when she drops the cloth to the floor in what she calls a nip slip. Ricky plays it off and claims he saw nothing. Jessica says she'll make a girl very happy, but Ricky only wants to make one girl happy right now...

Format: mp4
Duration: 22:43
Video: 1920x1080, AVC (H.264), 6482kbps
Audio: 191kbps





File size: 1.1 GB






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Jessica Kay Practice Swallowing



Release Year: 2017
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, 18-21, 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: 1920x1080, AVC (H.264), 6344kbps
Audio: 120kbps





File size: 2.4 GB






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Jessica Marie ( Racist's Teenage Makes A New Friend!)



Video language: English

Jessica Marie is 18 years old. She's from a small town in the south. Very small, very safe community. People don't even lock their doors. It's a great place to grow up. And the reason-at least according to Jessica's -is because there's not that many people of a certain...persuasion around. He uses another word to describe them though....
It's a word that Jessica has heard so much during her 18 years, especially in the past year. Her said that the older she gets the more aware she has to be about what certain people would do to a 5 foot tall, 85 pound pretty little white girl. Yeah Jessica's is not very openminded. But Jessica is. She watches lots of music videos and reality tv shows so she knows that all the bad stuff her says about certain people is just nonsense. Now Jessica doesn't tell her this. You can't convince certain people of anything.
But how does Jessica know all the stuff her says about these people is wrong? Because (don't tell her ) but Jessica's friends with one of the people her hates. He always talks to Jessica when she's walking to and from school....telling her hi...that she's so pretty...encouraging her to go with him and have some fun...saying that him and her can have a party at her house when her parent's aren't home....Jessica knows her 's head would explode if he knew this...And his whole body would explode if he knew that Jessica invited this person into her 's home. And this person...he's got some ideas about fun stuff to do with this racist's tiny barely legal teenage ....

Format: mp4
Duration: 28:51
Video: 640x360, AVC (H.264), 879kbps
Audio: 309kbps





File size: 252.4 MB






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Jessica Starling - Big Tit Blonde Loves Hardcore Anal (2023)



Release Year: 2023
Cast: Jessica Starling
Genres: Anal, Big Tits
Video language: English

Jessica Starling looks stunningly beautiful in a red crop top and tight denim shorts paired with black stiletto-heeled sandals. The gorgeous blonde bombshell playfully strips out of her clothes to show the full beauty of her big tits, huge ass, and plump pussy. Seeing Jessica's naked body is enough to make Michael Stefano want to have fun with her right away. Unable to restrain his lust, the veteran stud immediately gives Jessica the pussy licking she deserves. Aside from enjoying the taste of the blonde babe's pussy, Michael also takes pleasure in giving Jessica sensual foot worship. The naughty hottie returns the pleasure by giving Michael a passionate footjob. Moans of delight fill the room as Michael fucks Jessica's pussy while spooning her. The horny lad then slides his dick into Jessica's asshole while fucking her in missionary. Jessica gives Michael a blowjob and titjob before riding his cock in cowgirl and reverse cowgirl. She can feel Michael's dick stretching out her tight asshole as he keeps up with the intense anal pounding. Michael continues fucking Jessica's gaping asshole doggystyle before cumming in Jessica's mouth.

Format: mp4
Duration: 41:09
Video: 1920x1080, AVC (H.264), 6115kbps
Audio: 256kbps





File size: 1.9 GB






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Jessica Ryan - Anal Uncut (volume 2)



Release Year: 2022
Cast: Jessica Ryan
Genres: Anal, MILF, Rimming, Big Tits, Gonzo, Hardcore, POV
Video language: English

Lovely redhead Jessica Ryan tweaks her plump nipples and slicks them up with spit. Her gash grinds on his boner as POV style footage zeroes in on her jugs, and she gives pussy-to-mouth fellatio. Hard rear reaming leads to A2M head, and Jessica swallows semen.

Format: mp4
Duration: 56:06
Video: 1920x1080, AVC (H.264), 5836kbps
Audio: 124kbps





File size: 2.4 GB






Download




Jessica Marie ( Racist's Teenage Daughter Makes A New Friend!)



Video language: English

Jessica Marie is 18 years old. She's from a small town in the south. Very small, very safe community. People don't even lock their doors. It's a great place to grow up. And the reason-at least according to Jessica's dad-is because there's not that many people of a certain...persuasion around. He uses another word to describe them though....
It's a word that Jessica has heard so much during her 18 years, especially in the past year. Her dad said that the older she gets the more aware she has to be about what certain people would do to a 5 foot tall, 85 pound pretty little white girl. Yeah Jessica's dad is not very openminded. But Jessica is. She watches lots of music videos and reality tv shows so she knows that all the bad stuff her daddy says about certain people is just nonsense. Now Jessica doesn't tell her dad this. You can't convince certain people of anything.
But how does Jessica know all the stuff her dad says about these people is wrong? Because (don't tell her dad) but Jessica's friends with one of the people her daddy hates. He always talks to Jessica when she's walking to and from school....telling her hi...that she's so pretty...encouraging her to go with him and have some fun...saying that him and her can have a party at her house when her parent's aren't home....Jessica knows her dad's head would explode if he knew this...And his whole body would explode if he knew that Jessica invited this person into her father's home. And this person...he's got some ideas about fun stuff to do with this racist's tiny barely legal teenage daughter....

Format: mp4
Duration: 28:51
Video: 640x360, AVC (H.264), 879kbps
Audio: 309kbps





File size: 252.4 MB






Download






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