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Chloe Cherry in Kink - Troubled Teen ReHab 2 (Sex and Submission)

When troubled teen Chloe Cherry starts a cat-fight with her neighbor, she is sent off to Troubled Teen ReHab where Derrick Pierce gives the bratty teen an anal attitude adjustment. Tied up to the wall in the detention cell with a ball gag stuffed in her mouth Derrick whips Chloe into shape with the flogger. Stinging and punishing Chloe whimpers with each crack of the flogger on her small perky tits and delicate thighs and butt. Derrick spanks Chloe bare ass and turns it bright pink-just the like color of her cute little sneakers. To keep her quiet Derrick makes Chloe suck his cock until she is subservient. But Derrick is just getting started with Chloe's rehabilitation, she has a long way to go. On all fours in doggie Derrick whips her some more with the flogger, teases her with the Hitachi and then fucks her pussy. After getting her good and warmed up he pounds her ass until she is moaning with pleasure. Finally with Chloe on her back on the cell bed, ball gag back in her mouth and clamps tight on her nipples Derrick spreads her legs wide and fucks her pussy and ass until she is begging for his cum and he shoots his load all over her face. Anal Attitude adjustment complete.
Kink 'Troubled Teen ReHab 2' starring Chloe Cherry (photo 15)

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Chloe Cherry - Troubled Teen ReHab 2 (Thumb 01)
Chloe Cherry - Troubled Teen ReHab 2 (Thumb 02)
Chloe Cherry - Troubled Teen ReHab 2 (Thumb 03)
Chloe Cherry - Troubled Teen ReHab 2 (Thumb 04)
Chloe Cherry - Troubled Teen ReHab 2 (Thumb 05)
Chloe Cherry - Troubled Teen ReHab 2 (Thumb 06)
Chloe Cherry - Troubled Teen ReHab 2 (Thumb 07)
Chloe Cherry - Troubled Teen ReHab 2 (Thumb 08)
Chloe Cherry - Troubled Teen ReHab 2 (Thumb 09)
Chloe Cherry - Troubled Teen ReHab 2 (Thumb 10)
Chloe Cherry - Troubled Teen ReHab 2 (Thumb 11)
Chloe Cherry - Troubled Teen ReHab 2 (Thumb 12)
Chloe Cherry - Troubled Teen ReHab 2 (Thumb 13)
Chloe Cherry - Troubled Teen ReHab 2 (Thumb 14)
Chloe Cherry - Troubled Teen ReHab 2 (Thumb 15)
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Chloe Cherry - Lazy Submissive Gets Taught a Lesson by Mistress' Studs

Chloe Cherry - Hardcore Gangbang

20th September - Chloe Cherry is instructed by her Mistress to clean the dungeon before her Mistress' man and his friends get home. But instead of cleaning, Chloe starts masturbating with her Mistress' dirty panties. She stuffs them in her mouth and in her hungry cunt while she rubs her horny little clit. When Rob Piper arrives home and finds this hot little blonde masturbating in a dirty dungeon, he decides it's time to teach this insatiable slut a lesson. His friends strip her of her school girl outfit, and make her suck their cocks. Chloe doesn't waste a second in taking their cocks in her hungry mouth and in her hands. She sucks on their cocks till she chokes and then she keeps on sucking. When they're tired of her mouth, Rob and his friends put her over a spanking bench and start stretching her pussy open with their big cocks. Chloe loves the attention and can't get enough. This is her first gangbang! She is overwhelmed with cock and loves it! When they turn their attention to her other hole, Chloe loses it. She is surrounded by fat cocks fucking her mouth, pussy, and asshole. With all her holes filled at once, all Chloe can do is moan around the fat cock in her mouth while her other holes take a hard fucking! She loves getting plowed and by the end, her asshole is gaping wide open. Once the men have had their fill, this slut gets 5 loads of cum all in her mouth and all over her face. Chloe loves the feeling of cum on her skin and rubs it all over her face and on her tits. Looks like the dungeon isn't getting clean anytime soon! ...Read More
Angel Allwood - A Mother's Job is Never Done: Anal Assassin Trains Her Step-Daughter

Angel Allwood - Upper Floor

22nd August - Angel Allwood always thought the good life would be sweet. No longer tied to her old life as an assassin for hire, she decided to get married to a rich man and retire to a life of leisure. Little did she know that nothing is as perfect as it seems. The blight on Angel's perfect little dream is her husband's 18 year old daughter Chloe Cherry. She is spoiled, sassy, entitled, and still lives at home. And, if there is one thing that Chloe can't stand it is being told what to do by her slutty step-mom. The simplest of requests for Chloe not to wear her ear phones in the house gets spit back into Angel's face from Chloe's bitchy little mouth. Chloe knows that there is nothing that Angel can do about it because she will always be daddy's perfect little girl. Shitty days always seem to get worse, and Angel's day has only just begun. After the spat with her bratty step-daughter the doorbell rings and her old assassin boss bursts through the door and back into Angel's life. She begs him to leave her new family alone and to respect her decision to get out of "the game." But John Strong doesn't play by those kinds of rules and with a hand of her throat he reminds Angel that there is no "getting out." In a desperate attempt to appease him from potentially causing harm to her new family she follows his instructions. He makes her strip and then handcuffs her wrists to keep her restrained. Jamming his stiff cock down her throat, she pleads with him to stop, but he makes her gag over and over. Tired of her back talking, John duct tapes her mouth shut and starts to fuck her tiny pink pussy and her tight asshole back and forth with reckless abandon. After John has had his fill, he makes Angel clean his cock off and notices step-daughter Chloe cluelessly lounging outside in the sun. His appetite quickly grows and he informs Angel that he is going to teach Chloe some much needed respect. He drags Angel to the kitchen and takes Chloe by surprise. Chloe quickly realizes that she is out of control as John tackles her to the ground, strips off her slutty hot-pants, and then scrubs her mouth out with soap. Before she can catch her breath, John thrusts his huge rod into her mouth and teaches the incorrigible bitch how to deep-throat. He then tests Chloe's little cunt and her pristine asshole to see if she is as pleasurable as her step-mom. To keep the neighbors from hearing the sound of their screams he drags them into the basement, ties them up in tight rope bondage, and stuffs their mouths with huge red ball gags, so he can further discipline his unwilling captives. First order must be established, and he has Angel teach her step-daughter the sacred rules of submission: Honorific, Eyeline, and Deportment. The girls quickly learn their place and cower at the feet of their stern and dominant man. After relentlessly punishing the smooth white skin of his slaves with hot wax and a black leather flogger, John then puts his whore submissive's on their knees. They beg their master to shower their unworthy whore holes with a hot load of his cum. John then shoots a massive wad all over their faces and makes them lick each other clean. Submissive slut Chloe Cherry and her whore step-mom Angel Allwood get tied up in rope bondage, ass fucked by a huge cock. and learn the rules of discipline!! ...Read More
Chloe Cherry - Chloe Cherry Gagged and Bound

Chloe Cherry - Training Of O

10th October - Chloe Cherry sits, gagged and bound to a wooden chair in a red pleated skirt that's been pulled up to show that her hairy pussy has had an hitachi vibrator secured directly beneath it. Chloe's wrists are bound behind her back with rope and her milky thighs tied to the chair with leather belts. Black rubber pads are stuck to her upper-thighs pulsing electricity into each muscle. James Mogul has some questions and stands wearing knee-high black leather boots at the helm of this interrogation holding two potentiometers. One knob controlling the electricity and the other knob controlling the strength of the vibe, depending on her answers. Next we find our adorable blonde damsel squatting with her thighs bound to her ankles wearing only white thigh-high stockings, balancing on her tippy toes, her tits bound with rope, tied to the ceiling. Tommy pistol gets his cock ready in the background as James Mogul makes Chloe zap herself with electricity while he flogs her. Soon after, Tommy Pistol walks up and stuffs his cock deep down her throat covering her face and tits with her spit. Unhappy with her open-mouth blow job, Tommy strictly reminds her to keep her lips tight as James Mogul applies the nipple clamps once again. In the next scene we find Chloe on her back with her legs spread eagle bound with rope. Mogul attaches two clothespins to her pussy and rips out an orgasm with an old fashioned vibrator pressing it on her exposed clit. Tommy comes in and fucks her pussy and ass deep and hard going back and forth. In the final scene Chloe is placed on her knees with her thighs tied to her calves and her ass is fucked fast and hard until she begs for his cum. ...Read More
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Chloe Cherry - The Stinging Torment of Chloe Cherry

Chloe Cherry - Brutal Sessions

9th May - Chloe Cherry endures the brutality of newcomer Donnie Rock and his cool, sinister sadism, suffering through 4 bondage positions with flogging, cropping, spanking and nipple clamps. She starts, willingly bound to a post by the neck and wrists, with her legs locked to the floor. Donnie manhandles her, toying with her, then striking a deal with her... he'll let her breathe if she takes the whip! She agrees, and so he releases the rope around her neck and in exchange he flogs her, still locked to the floor and the post. He then clamps her incredibly sensitive nipples and face fucks her until the spit is running down her body. Fully uses, she's left there to wallow in her own drool. Next she's gagged, tied up face-down on a table with her ass up. Donnie takes full advantage of her in this position, fucking her pussy with pure, selfish intent and slapping her ass to keep her propped up. Chloe's then put in a partial suspension, fully horizontal with only one foot touching the ground. A heavy bucket is suspended from her nipples by two clothes pins, while her pussy's cropped and slapped, then fucked again! Finally, Chloe is bound to a fuck box on her back, with her legs spread while Donnie fucks her and threatens her with a zapper. He ultimately makes her cum on his cock while he's fucking her wet, desperate cunt, then blows his load all over her gagged face, demanding that she lick it all off. ...Read More
Chloe Cherry - Newbie is Trapped in Evil Devices and Tormented

Chloe Cherry - Device Bondage

31st May - We finally have Chloe here on Device Bondage, and we couldn't be happier. She is tall, blonde, and sexy as hell. She is willing to suffer in bondage and be made to cum against her will, so why wouldn't we want to shoot her. She begins in a standing back bend position which exposes her body to the sadistic torment of The Pope. Her flesh is like his canvas and his masterpiece will be painted on her body with heavy impact and only the color of red will please him. Her pussy is assaulted and then vibed, assaulted, then vibed, and so on. It's an evil game he plays with her, but she didn't sign up for an easy day, and she will not get one. Next she is on her knees like every slut should be. Her nice round ass is up for easy access to the important parts...the holes. Once more corporal punishment is administered, she is fucked into mind blowing orgasms. She squirms and fights to free herself, but is helpless and has to suffer through the torment. In the final scene she is on her back and available for whatever The Pope wants to do to her. She abused more and once he has finished with her she is discarded like the rest of his victims. ...Read More
Lyra Law - My Slutty Cousin

Lyra Law - Sex and Submission

24th March - When beautiful, chaste bride to be Lyra Law leaves the house to pick up wedding invitations her visiting step cousin Chloe Cherry can't keep her slutty ass off of her fiance's Steve Holmes huge, hard dick. Lyra returns to find Chloe tied up and freshly fucked. Watch to see what happens…. Two blonde creamy skinned cuties get tied up tight and fucked into submission with flogging, deep throat blow jobs, pussy fucking, hard core anal and more! Lyra and her slutty cousin just can't get enough of Steve's pounding cock! ...Read More
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Chloe Cherry - My Big Brother's Best Friend

Chloe Cherry - DarkX

5th October - When the bubbly blonde teen Chloe is caught masturbating by her brother's best friend, she's obviously terribly embarrassed. But after a moment of panic, she realizes that things might not be that bad after all. He's already seen her lovely blonde pussy, and she's still awfully horny, maybe he could just finish her off, she cutely suggests. After all, her erotic fascination was about how big and dark and hard she imaged that python between his legs. And once he pulls it out, well, she's not disappointed in the least bit and gets a nasty pounding like she's always dreamt. ...Read More
Alena Croft - The Fuckerfly Effect

Alena Croft - Brazzers Exxtra

2nd July - Reminiscing about an old boyfriend she never should have broken up with while masturbating sends MILF Alena Croft back in time to fix her sex life! Meeting up with a younger version of herself, Chloe Couture, teen Alena and her mature counterpart make things right with Xander Corvus by sucking his big dick. As Xander's huge cock is pounding his blonde teen girlfriend's tight pussy, future Alena returns the favor by serving up a mouthful of her own pussy! There's no telling how bad the timelines are getting scrambled, but right now there's a threesome with two versions of Alena Croft to take in. As both babes get glazed in a fresh load, they lick up every drop off each other's firm bodies, returning Alena to the future and lifetime of fucking Xander! ...Read More
Jenna Sativa - The First Time I Squirted

Jenna Sativa - The First Time I Squirted

3rd June - Jenna Sativa is nervous. As she waits on the couch, her mind is racing. When Chloe Cherry knocks on the door, she practically falls off the couch. She greets her as Chloe comes and sits down next to her. This is their first date and Jenna has never used a dating app before. The girls make small talk as they're both eager to get to know each other. They giggle and laugh but eventually stumble upon an awkward silence. Chloe looks around the room as Jenna thinks of something to say. Jenna smiles and laughs awkwardly as their eyes interlock. She smiles seductively and asks Chloe If she wants to fuck. Relieved, she blurts out an enthusiastic yes and they start making out passionately. As their hands run over their respective bodies they take their time exploring each other. Their tongues dart in and out of each other's mouth. It isn't long before the clothes start coming off. Jenna lifts Chloe's shirt as she licks her tits and bites her nipples. Chloe removes Jenna's shirt as she squeezes her tits. Jenna is getting really turned on as she climbs on top of Chloe and starts grinding her pussy on her leg. Chloe pushes Jenna down on the couch, removing her panties as she goes down. Like a dog lapping up water, she licks and sucks her clit as Jenna shoves Chloe's head deeper into her pussy. The girls eat each other out but the memory that they will never forget is when Jenna makes Chloe squirt for the first time ever. This is what will go down in history as the best first date ever! ...Read More
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Jenna Sativa - Showcases: Chloe Cherry - 2 Scenes in 1

Jenna Sativa - Showcases: Chloe Cherry - 2 Scenes in 1

6th May - Chloe, Cherry and Jenna Sativa have some time off from work and have decided to rent a house high up in the mountains. With a perfect view and not a soul near them for miles, the girls have nothing but each other to occupy their time. They've decided to spend the afternoon being naughty. They gaze into each other's eyes as they play with their pussies. Once they're about to cum, the girls start making out and tearing each other's clothes off. As Jenna rips off Chloe's top and then she sucks on her pink nipples as Chloe closes her eyes losing herself to the sensations. As they slap each other's asses their tongues explore each other. Chloe climbs on top of Jenna and starts grinding her pussy on hers. With no one around for miles, the girls can be as loud as they want. Back home in the city, Chloe can't stop thinking about how hot her weekend was. So, when she gets the opportunity for a repeat session with a new lover (Georgia Jones), she can hardly pass up the chance on some new pussy. Back in her bedroom, the girls passionately make out on the bed. As Chloe licks Georgia's tits, she nibbles on them for good measure. She takes her time, despite being eager to taste her pussy. But Georgia takes the reigns and throws Chloe on the bed. She wants the first take of pussy of the day and is gonna make Chloe not only work for it but wait as well. As she laps up her pussy juices, Chloe moans in delight. Perhaps she can introduce her lovers and have a weekend getaway with both? ...Read More
Chloe Cherry - Stepdad Seduction 4

Chloe Cherry - Stepdad Seduction 4

16th January - Slender, young blonde Chloe Cherry loves how her stepfather, Toni Ribas, teaches her new things. And now, Chloe's learned to deep-throat his big boner! The pigtailed cutie takes his tool all the way to the root, leaving his cock and balls covered in slobber. Stepdaddy teaches his princess about anal sex using toys and his thick dick, reaming Chloe's tender butthole till it gapes! She obediently sucks stepdaddy's dick ass-to-mouth. He fingers her to a juicy orgasm and covers her face with hot sperm. ...Read More
Holly Hendrix - Bratty Teens Holly Hendrix and Chloe Cherry

Holly Hendrix - Bratty Teens Holly Hendrix and Chloe Cherry

25th January - Holly Hendrix and Chloe Cherry were hanging out and her annoying roommate Seth Gamble came in gushing about his girlfriend with cringe-worthy lovey dovey bullshit. When he left to get ready for his woman, he forgot his phone in her room - BIG MISTAKE! Being the brat she is, Holly decided she'd heard enough about his not-even-that-cute lover and enlisted Chloe to go along with a devious plan to break them up! By the time he got out of the shower - it was too late. If he wasn't going to marry the girl of his dreams, at least he could have a threesome and punish-fuck someone in the ass! It was for the best. ...Read More