Jessica Kay - Rough punishments & humiliations
Release Year: 2016
Cast: Jessica Kay
Genres: BDSM, Torture, Humiliation
Video language: English
A girl with her head sticking out of a barrel probably thinks that she knows what kind of punishments and humiliations she is about to be subjected to. 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. It's amazing how naive some people can be. Between the hooks, the mouse traps, and a bit more of Rain DeGrey's special sauce, Jessica has to be grateful that the only part of her we've given ourselves access to is her head. Who knows what we would get up to if we had the chance to work her entire body over? Whatever it is, we'll find out later, but for now we've got so many ideas for how to paint a look of suffering over this pretty, little canvas. We even play the electricity game with her. Normally we run our wires to a girl's nipples or clit, but for Jessica we've decided the electrodes look just as good running to the metal braces in her mouth. She's struggling to answer our questions around a large, steel impediment, and every time we aren't satisfied the jolt goes right through her teeth, a place no person is used to feeling a sting. It's definitely a new and unique way to fuck with a slut's head, and one we're pretty proud of.
Format: mp4
Duration: 39:02
Video: 1280x720, AVC (H.264), 7341kbps
Audio: 108kbps
File size: 2.1 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
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
Jessica Kay - 40,000 Years of Anal Tears
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, 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: 1920x1080, AVC (H.264), 5623kbps
Audio: 122kbps
File size: 3.4 GB
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
Jessica Kay (Tongue-Fu)
Release Year: 2018
Cast: Jessica Kay
Genres: BDSM, Asslicking, Face Fucking, Rimjob, Rough Oral, Spitting, Bondage, Face Pain, Face Slapping, Foot Worship, Gagging, Spanking, Training, Belting, Blonde, Cum Swallow
Video language: English
Gorgeous, innocent Jessica returns for some more training--this time in the ancient art of Tongue Fu. She learns how to use her tongue in many ways to defeat the frustration in Dr. Mercies cock, balls, and ass. Some prolonged ball worship is in store here, along with very deep ass eating and some rough face fucking. Dr. Mercies slaps Jessica several times as well, explaining that to fight an enemy, she must be prepared to have her dignity attacked. She battles like a champion and then earns her black belt. Or should I say, black belting?
Format: mp4
Duration: 39:18
Video: 1920x1080, AVC (H.264), 6241kbps
Audio: 122kbps
File size: 1.8 GB
Jessica Carter - Fitness Dick (2023)
Release Year: 2023
Cast: Jessica Carter
Genres: HD Video, All Sex
Video language: English
Already looking fit and fine, Jessica Carter books fitness trainer Danny D for a private session, but he’s off to a rough start when he shows up late. Danny also seems to be less than qualified when it comes to being a trainer, but he’s more than qualified in other areas, as Jessica soon finds out. What he lacks in training skills and punctuality he makes up for with his big dick! Jessica was looking for a workout, but she ends up getting more than what she ordered when her pussy takes on a hardcore routine that will make her sweat… and leave her anxiously waiting for their next appointment!
Format: mp4
Duration: 33:46
Video: 1920x1080, AVC (H.264), 5030kbps
Audio: 110kbps
File size: 1.2 GB
Pegas Productions - Amateur Anal With A Newbie
Release Year: 2020
Studio: Pegas Productions
Cast: Jessica Rivers, Tony The D
Genres: Brunette, Piercings, Anal, Natural Tits, Anal Fingering, Fingering, College, 69, Ass to mouth, Blowjob, Deepthroat, Cumshot, Rough Sex, Amateur
Video language: English
Jessica Rivers and Tony The D sure are willing! Jessica literally has no limits and loves getting ass fucked. And she'll get the rough anal she lives for in her first ever porn video!
Format: mp4
Duration: 28:05
Video: 1920x1080, AVC (H.264), 3602kbps
Audio: 125kbps
File size: 768.4 MB
Amateur Anal With A Newbie Pegas Productions
Release Year: 2020
Studio: Pegas Productions
Cast: Jessica Rivers, Tony The D
Genres: Brunette, Piercings, Anal, Natural Tits, Anal Fingering, Fingering, College, 69, Ass to mouth, Blowjob, Deepthroat, Cumshot, Rough Sex, Amateur
Video language: English
Jessica Rivers and Tony The D sure are willing! Jessica literally has no limits and loves getting ass fucked. And she'll get the rough anal she lives for in her first ever porn video!
Format: mp4
Duration: 28:05
Video: 1920x1080, AVC (H.264), 3602kbps
Audio: 125kbps
File size: 768.4 MB
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
Jessica Kay - 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
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
One Big Horny Family - Andi Rose, Jessica Starling
Cast: Andi Rose, Jessica Starling
Genres: Rough Sex, Long hair, Masturbation, Handjob
Video language: English
What would happen if three families each contributed one member to create a new family? In this episode of Family Swap, swap parents Jessica Starling and Clark Kent have tried an intervention for their swap Alex Mack. They want Alex to express himself more openly. Alex's swap , Andi Rose, walks in and asks what's going on. Alex takes that opportunity to express that he feels his swap has really hard nipples. Clark isn't having it, but Jessica admits she wants to stick her hands down Alex's pants. After a bit more conversation, Clark storms out.
Later, Alex is in the shower when first Jessica and then Andi decide to strip down to just a towel and wait outside the door. Alex is surprised when he opens the door, but before any of them can say a word, Clark also appears in a towel. He tells the rest of his swap family that if Alex is going to get some, so is he. Jessica suggests they take it to the couch. The girls drop their towels first, with the boys admiring the full frontal view. When Andi and Jessica agree to make out, that's it for the men trying to resist.
Jessica takes on Alex's cock first while Andi goes for Clark's. The girls each indulge in a lusty blow job. Then Jessica gets on her back while Andi gets on her knees so each of their partners can sink into their wet twats. When the girls swap partners so that Andi is going for Alex's dick and Jessica is going for Clark's, the guys take a seat on the couch so their girls can ride them in tandem in reverse cowgirl. Switching back to their original partners, the girls resume their places on the couch. This time Andi takes Clark's pussy pounding on her back as Jessica takes Alex in . The guys can only hold on for so long; Jessica earns her creampie first, with Clark delivering Andi's a second later. Dredging their fingertips through the cum dripping from their pussies, the girls swap spit so they can each have a taste.
Format: mp4
Duration: 30:18
Video: 3840x2160, AVC (H.264), 15682kbps
Audio: 191kbps
File size: 3.4 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 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
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
HardTied Jessica Creepshow Cry Jessica Cry
Release Year: 2016
Studio: HardTied
Cast: Jessica Creepshow
Genres: BDSM, Bondage, Hardcore, Domination, Torture, Humiliation, Toys
Hardtied is known for bringing the best in the business when it comes to rope bondage. Jessica Creepshow is known for being on of the hottest models in the world....
Format: mp4
Duration: 46:52
Video: 1280x720, AVC (H.264), 6832kbps
Audio: 104kbps
File size: 2.3 GB
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
Pure Taboo - The Big Game: A Charly Summer Story
Release Year: 2022
Studio: Pure Taboo
Cast: Seth Gamble, Charly Summer
Genres: Brunette, Big Tits, Teen, Old Young, Pussy to mouth, Blowjob, Deepthroat, Cumshot, Creampie, Rough Sex, Gagging, Spanking, , Face Fucking, Fishnets, shaved pussy, doggy style, rimming, stepdad, pussy eating
Video language: English
Jessica (Charly Summer) wants nothing more than to get attention from her , Ryan (Seth Gamble). He's confident, cool, and stable... everything that she wants in a parent figure. But Ryan is a typical alpha male when it comes to all things football, meaning that whenever the game's on, no women are allowed in his man cave, not even Jessica.
But no matter how much Ryan pushes her away, Jessica does everything she can to try and win him over. All she wants is for him to LIKE her, although she's starting to run out of ideas. Given that her trying to be sweet and accommodating isn't doing the trick, it's time to push herself further than ever.
The morning of the big game, Ryan barks at Jessica to get out of the house so that he can enjoy the game in peace. Although Jessica agrees, she slyly changes into revealing loungewear and casually enters the man cave. Ryan is immediately startled to see Jessica's hot body, trying to keep himself in check as he orders her to go get changed. But instead of slipping into something conservative, Jessica instead returns in a skimpy football uniform and fishnet stockings.
Again, Ryan is floored, barely able to keep his eyes off her. Jessica is playful as she asks if she can stay and watch the game. Although Ryan reminds her that she was to leave, he grunts that he supposes she can stay around... as long as she's quiet.
Jessica, feeling braver than ever, settles in next to him. She this is her moment and seizes it. Emboldened, she spreads her legs a little and begins touching herself, clearly wanting Ryan to catch her in the act. When he finally does, he's shocked and tries to scold her, but Jessica sees the primal lust in his eyes.
As Jessica tells him to loosen up, Ryan's resolve starts to crumble as hunger takes over...
Format: mp4
Duration: 49:37
Video: 1920x1080, AVC (H.264), 5353kbps
Audio: 187kbps
File size: 2.0 GB
Harley King, Jessica Starling - Lets Breed Our Swap Daughter (2023)
Release Year: 2023
Cast: Harley King, Jessica Starling
Genres: Orgy
Video language: English
What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Harley King walks in on her swap mom Jessica Starling as she's getting dressed. Jessica assures Harley that she would never let her swap son, Tyler Cruise, see her naked, and Harley compliments Jessica's boobs. Jessica asks if Harley wants to feel her boobs, which leads to Harley confessing that she wants boobs like those but she'll never get them without getting pregnant. Jessica knows just how to get Harley some sperm.
Once Jessica has gotten dressed, the girls go downstairs to where Tyler and his swap dad Clark Kent are hanging out. Jessica works fast, telling the boys that Harley is going to have a baby. The guys congratulate Harley, but Jessica corrects them that she's not pregnant yet. The guys are going to be the dads. Clark is on board right away, while Tyler needs the incentive of sucking Jessica's big boobies before he agrees.
Harley goes right to it blowing Clark's hardon while Jessica gives Tyler the same treatment. Then Harley climbs onto Clark's lap and rides him in cowgirl as Jessica lays down so Tyler can sink balls deep into her cooch. The girls swap partners so that Jessica can ride Clark in reverse cowgirl while Harley gets on her knees to take Tyler in doggy. Jessica wants to get fucked on her knees and Clark is happy to oblige even as Harley rolls over to keep banging Tyler on her back. Tyler gives it to his swap sis until he blows, filling her with cum. A moment later, Clark takes over fucking Harley so he can nut into her twat, too. Filled with a double creampie, Harley lays on her shoulders to keep all that sperm inside.
Format: mp4
Duration: 23:54
Video: 1920x1080, AVC (H.264), 8476kbps
Audio: 191kbps
File size: 1.5 GB
Jessica Carter – Fitness Dick
Release Year: 2023
Cast: Jessica Carter
Genres: All Sex, Deep Throat, Face Fuck, Cumshot, Big Tits, Big Ass, Innie Pussy, Athletic, Blonde, Tattoo, Dress, Sports Bra, Leggings, Big Dick, Ass Worship, Facial, Spanking, Gagging, Doggystyle, Spoon, Side Fuck, Cowgirl, Missionary, Reverse Cowgirl
Video language: English
Already looking fit and fine, Jessica Carter books fitness trainer Danny D for a private session, but he's off to a rough start when he shows up late. Danny also seems
to be less than qualified when it comes to being a trainer, but he's more than qualified in other areas, as Jessica soon finds out.
What he lacks in training skills and punctuality he makes up for with his big dick! Jessica was looking for a workout, but she ends up getting more than what she ordered when her pussy takes on a hardcore routine that will make her sweat… and leave her anxiously waiting for their next appointment!
Format: mp4
Duration: 33:46
Video: 1920x1080, AVC (H.264), 5030kbps
Audio: 110kbps
File size: 1.2 GB
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