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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 2)

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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
Chloe Cherry - The Drifter

Chloe Cherry - Sex and Submission

3rd November - Blonde beauty Chloe Cherry, Bar maid of the Dry Gulch Saloon, needs to make $15 by the end of the day or it's her ass! Those are the threatening words from her husband who goes into town to buy a new axle for their wagon. When the husbands away the wolves come to prey...Roaming through the Southern California mountains drifter Xander Corvus stops in the saloon to get a refreshing beverage and some relief from the blazing sun. When Chloe overcharges him for beer things go wild! Xander isn’t gonna let some dame short change him plus her sexy ass is looking pretty good in that skirt.He grabs Chloe by her pale delicate neck and wrangles her to the ground, tightens a belt around her wrists and throat fucks her until she is begging to get her pussy fucked. It seems her strict husband never gives her the time of day so she is hot and horny for some hard cock. First he rips Chloes shirt open to play with her perfect natural tits and then on all fours in doggie Chloe gets a deep fucking in her wet and ready cunt. Outside in the bright afternoon sun Xander ties Chloe to a hitching post with one leg up and disciplines her with the flogger. The ball-gag in her mouth makes her drool and drivel but no one can hear her screams. After fucking her pussy some more he gets inside that tight ass and pounds her the fuck out until her hole is stretched and gaping. She loves it and can’t get enough. Xander makes her clean his cock with a blowjob and then takes her inside to finish her off. Corporeal punishment with the flogger and crop get Chloe excited and eager for some more hot action. Xander hammers her ass and pussy back and forth till her eyes are rolling back in her head. She’s never been fucked like this before. With her tongue wagging for Xanders cum he shoots his load all over her tits and then hits the dusty trail because he is...The Drifter. ...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
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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
Helena Locke - Gold-Digging Anal Teen Learns the Old Fashioned Way

Helena Locke - Families Tied

16th February - With a sexy young body and an airy sense of entitlement, Chloe Cherry is any Step-Mother's worst nightmare. Whenever Chloe needs some more money, she has no qualms about popping by her Step-Father's house to suck his dick and get another loan. Submissive and sexually curious, this has been a long standing agreement with her and her Daddy/Master Tommy Pistol, but when she rolls up unexpected in a hot little dress looking for some good fucking and a little lipstick money, Tommy is a bit apprehensive- until Cherry get's on her knees and put's her greedy little hands all over his cock without permission. Clearly in need of a submissive training update, Tommy takes her through her paces with intense face fucking, spanking, hard flogging, nipple clamps, and some humiliation. What do bad girls get when they steal orgasms? They get fucked in the ass, bent over on the kitchen floor and used like a little sex doll. Enjoying both her holes Tommy gets close to cumming, but hears the sound of the front door opening and puts his cock away, demanding that Chloe get in her clothes FAST. His new fiancé and stopped by - the gorgeous and intimidating Helena Locke. She takes one hard look at Chloe and you know there is going to be trouble for this little blond minx.Once Tommy has left them alone to get acquainted Helena takes full advantage of the situation, stripping Chloe of her heels and dress, throwing her naked teen body on the floor and making her pick up her clothes while being brutally flogged, zapped, and spanked. Helena stuffs her fist in that sweet young pussy, only to deny Chloe and orgasms. As head bitch and new step-mother Helena will always get her orgasms first, and grinds her pussy on Chloe's face as she flails and screams from her spankings. Having came on Chloe's face, she takes her thoroughly humiliated young miss downstairs to receive further punishment and discipline.Tommy returns to a comforting domestic scene: Chloe tied down to the Syrian with a full zipper and a service gag holding a perfect scotch just for him. Only problem is, he didn't request this, and it seems his type A submissive bride to be has gotten a little bit ahead of herself. After Chloe apologizes for her misbehavior and shakes like a whore on the Syrian while being flogged, choked, and throat fucked, she has her zippers pulled off and struggles through the mot painful orgasm of her life. She's not the only one bound for punishment. Helena is bent over the couch and has her perfect athletic body covered with thick cane stripes for being so presumptuous as to punish Tommy's daughter for him, and assuming a role of dominance in his hierarchy. Fucked and begging for orgasms with a pink cropped pussy and red spanked ass, Helena leads by example, and shows Chloe how to really degrade herself and beg to cum like a slut.The whole new family unit takes a fuck ride not the couch, double stuffing CHloe's pusy and ass, and sucking Daddy's dick real good like a team. ...Read More
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
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Aidra Fox - First Time With My BFF

Aidra Fox - Hot And Mean

8th June - Blonde cutie Chloe is finally admitting to her best friend, Aidra Fox, that she's nervous about going off to college a virgin. Chloe counted on her friend's support, but what she didn't count on was Aidra's suggestion to use her perky tits and juicy booty for practice! After some light kissing, Aidra sticks her tongue down her friend's wet pussy, prepping it for her double-ended dildo. Chloe finds out just how sensitive her brunette friend's tight little asshole is as she licks her hole and fingers her pussy at the same time! With both babes taking turns on top, both of them turn this lesbian experience into an educational one! ...Read More
Samantha Hayes - Babysitting the Brat

Samantha Hayes - Babysitting the Brat

30th March - When Chloe Cherry storms into the bedroom, Samantha Hayes wonders why her girlfriend looks so stressed out. Chloe explains that her stepsister, Lily Rader, has gotten into some trouble and their parents grounded her. Chloe and Samantha were supposed to have the weekend to themselves and now they're stuck with Lily. Samantha proposes they give her some money to get a ticket to the movies. It dawns on Chloe that this might actually work, and she's relieved. The girls go to Lily's room to tell her. They catch her taking partially nude selfies: Lily tells them to come back later, she's busy. Chloe and Samantha tell Lily that they got her movie tickets. Her eyes light but she suspects something is up. Why are they being so nice? She wonders what they could possibly get out of it. They explain that they claim to have a lot of studying to do and want the house to themselves to make sure they get it all done. Lily isn't buying any of it but happily takes the money and the tickets. The girls go back to their room, ecstatic that their plan worked, and start making out on the bed. What they don't know is that Lily is at the door snapping pictures of them. When Lily enters the room giggling, Chloe freaks out, asking why she's not at the movies. Lily shows her the pictures and demands a weekly pay for her silence. The girls comply but she wants more than just money: she wants Chloe's girlfriend Samantha. She's tired of being the black sheep of the family and wants a taste of what Chloe has, a hot girlfriend. The girls initially refuse, but when Lily tells them she's gonna text her parents the pictures, they agree. She kisses Samantha and then demands that Samantha gives her an orgasm. The girls realize pretty quickly that Lily won't stop until she gets everything she wants. They acquiesce to her every demand. ...Read More
Chloe Cherry - Model Whisperer

Chloe Cherry - Hot And Mean

27th February - Richelle is a modeling coach going for the gold. When she catches her contestant Chloe slacking off, Richelle puts her to work. Richelle whips Chloe into competition shape and refuses to let her eat a cupcake, suggesting she snack on her sweet pussy instead. ...Read More
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Chloe Cherry - Stepsisters Anal Endeavor

Chloe Cherry - Sis Loves Me

18th July - Chloe Cherry was super excited for prom! Until her stupid stepbrother told her that her date is gonna expect to get some at the end of the night. This was an issue because Chloe was a virgin and she didn't want to give up her pussy! Good thing stepbro was a quick thinker and suggested she just give up her asshole! She was intrigued, but brother would have to show her how. He attempted to penetrate her narrow asshole, but Chloe was too scared of the sensation and they had to postpone their anal endeavor. A couple of days later, stepbrother was bumbling around the house and he stumbled across a big purple anal plug! What was Chloe up to? Turns out she was trying to stretch her little hole to be ready for prom night. Stepbro of course wanted to help out and had no problem helping chloe add a few extra millimeters to her gape skills. Finally just before prom, Chloe showed her brother that she had finally become a full fledged anal acrobat. She wanted him to test her out one last time, and boy was that hole in perfect shape! Penetration was simple and smooth, and Chloe was able to ride that dick with ease. This not only meant that she was ready for prom, but also ready to get her first taste of a freshly churned semen sample. ...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
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