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

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Kink scene description

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. ...Read More

Kink scene tags

Straight, Bdsm, Domination, Submission, Role Play, Rope Bondage, Anal, Vaginal Penetration, Blowjob, Humiliation, Corporal Punishment, Rough Sex, Ball Gag, Gag, The Wall, Hitachi

Male Models

Derrick Pierce

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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)
The Upper Floor @ Kink.com
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Donny Sins - Wedding Nightmare: Chloe Cherry Gets Fucked by Fiance's Five Friends

Donny Sins - Bound Gangbangs

31st October - The night before Chloe Cherry gets married to the man of her dreams, as she drifts off to sleep, her anxiety brings forth a dream. She wakes up already in her wedding dress, lying on her back, on top of a bed that's not hers. Suddenly she's surrounded by five of her fiance's best friends in semi-formal clothing. They reach out to her and start grabbing and groping her body. They pull her little perky tits out of her dress and slap them with their hard dicks while the others lift up her skirt, pulling aside her pink panties. With a big dick to the left and to the right of her face, Chloe goes back and forth deep throating their dicks as they face fuck her, leaving her covered in her own drool. In the next part of the dream, Chloe finds herself suddenly on her knees, trapped in rope bondage tied on top of her wedding dress. A torn piece of white tulle from her dress wraps around her eyes as a blindfold. All five guys surround her once more with their big dicks and take turns inside her mouth. She blindly jerks and sucks their cocks, giving them all deep throated sloppy blowjobs. After that they take the blindfold off and set her back on the bed with one leg frog-tied with rope. They spread her legs and one by one fuck her pussy deep and hard. While her pussy gets pounded , she sucks the other's cocks and they switch to fucking her ass. They stretch out her ass with their big dicks and go back and forth from her pussy to her ass. After that Chloe is completely naked, riding reverse cowgirl with a giant cock in her ass. Another giant cock approaches her pussy and slowly slides inside. Chloe gets double stuffed with two big cocks and fucked hard until she cums. They turn Chloe around to double penetrate her in a different position and fuck her air tight with a dick in her pussy, ass, and mouth ultimately resulting in a climax where her face gets covered in everyones's huge loads. ...Read More
Chloe Cherry - California Neighbors Do Anal!

Chloe Cherry - Everything Butt

7th September - Everyone knows California neighbors do anal! Everyone except for Christie Stevens. Fresh from middle of the country, Christie is shocked to find her neighbor Chloe Cherry stripping in her backyard. Christie rushes over to let Chloe know that everyone walking by can see her, but Chloe isn't bothered. She's a California girl through and through, and she's excited to show her hot new neighbor how they do it in California. She helps Christie out of her dress and leads her inside for an introduction to California anal! Inside, Christie wiggles out of her panties and spreads her legs, revealing her perfect pink pussy. Chloe can't wait to get her mouth on a fresh pussy. As she licks Christie's pussy, she slowly slides her fingers into Christie's tight asshole. Christie moans as Chloe's tongue and fingers work their magic. Chloe pushes a plug in Christie's ass and then it's Christie's turn to return the favor. She tastes her first California pussy and teases her new neighbor's ass with a plug. All this foreplay has Christie hooked. Seeing all Chloe's toys, she asks if they can try other toys and Chloe is more than happy to share. She spreads Christie's cheeks and watches as her neighbor's ass swallows a fat glass plug. Once the plug is in, Chloe licks the opening of Christie's tight hole as it clenches down around the plug. These two hot babes take turns cumming on a variety of plugs as they tease each other. Next, Christie sets her sights on bigger toys. She pushes a fat black dildo into Chloe's ass and fucks her to orgasm. Chloe moans as her neighbor fucks her tight ass. She then puts another anal toy on the floor and bounces on it as Christie tells her what an anal whore she is for splitting her asshole open for her new neighbor. Then it's Christie's turn to get fucked. Chloe fucks Christie's ass with a fat cock. Christie cums hard as Chloe fucks her relentlessly. Finally, Chloe gets Christie to fill her ass with as much of her hand as she can fit. Christie gets most of her fist in and works it in and out of Chloe's tight ass as Chloe cums over and over again. ...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
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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
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 - 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 - College Girls Lose Their Anal Virginity to Experienced Woman

Chloe Cherry - Everything Butt

30th November - Chloe Cherry and Jane Wilde are just two adorably cute college freshman. They love to sneak off and experiment with each other. These two perky young tight bodies have no idea what to do with each other and usually just end up making out. They of course both want to remain a virgin. Lucky for them their sexy professor Norah Nova knows exactly how they can get what they want and still be virgins. ANAL. The girls minds are blown by this idea and can't wait for their asses to be blown wide open as well. First Norah shows them her beautifully jeweled butt plug which they remove and start sucking on to taste Norah's anal juices. The two girls then rim Norah and shove their long tongues up her asshole. The girls want to try this as well so Jane bends over with her ass in the air and gers rimmed by Chloe. Norah knows it's time to take it up and brings out the metal toys. First is a metal anal hood which Jane's hungry asshole eats right up. She never knew how much pleasure was waiting for her in that tight dark hole. Hungry for even more Jane's asshole gapes for more toys and more attention, but it's Chloe's turn now. Chloe takes the same metal ass hook and this gets her screaming with orgasm after orgasm. Jane wants more and gets on her back, they bring out an even bigger ass toy but to help they also give Jane the hitachi. Her hungry asshole takes that metal rod, when she works the hitachi hard on her pussy. Norah wants to show Chloe what it looks like in Janes perfect ass. So she brings out a giant glass toy which gives everyone a perfect view of inside Jane. Norah wants to dive in even further and brings out the speculum and examines both girl's tight gaping assholes. It's time to lose that anal virginity, Norah puts on a huge cock strap on and fucks both girls til they scream. Chloe needs more and Norah knows this. The only thing left to take is her fist! ...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
Aiden Starr - Teen Anal Slut Turned Out For Service at BDSM Swinger Soiree

Aiden Starr - Upper Floor

5th October - Chloe Cherry shows up for service with a slutty disposition and lack of regard for protocol. During her introduction to The Upper Floor's esteemed attendees, she is already rubbing her cunt and grinning like mad, certain her undisciplined teenage pussy is about to be full of dick. Our long standing submissive servant Arabella Raphael sighs with displeasure, realizing how hard her job is going to be, getting this know-nothing little millennial into shape for serving the horny BDSM swingers already beginning to laugh at Chloe's obvious lack of training. To make matters harder, the Governess takes sadistic pleasure in Chloe's bad behavior, and encourages her to continue to rub her pussy, steal orgasms, jump on hard dick without permission, and cause sexual havoc. Drooling and rolling her big blue eyes back as she chokes on a massive cock, Chloe starts to understand the kind of mess she is in and attempts to follow orders, tending to the Guest of Honor--seems simple enough. Five attempts later, there is ice and liquid all over the floor, trays thrown, and Chloe's ass in the air, beaten red and shocked heavily as Arabelle looks on, bouncing her huge natural tits and sucking cock, completely ignoring her underling's plight.With a pink ass and tits from a strict flogging, Chloe tries to be good and starts to beg for dick like a proper whore. However, Arabelle's gorgeous boobs have already been covered in wooden clamps for all of Chloe's misdeeds and she is hardly in a generous mood. As Chloe gets her first fucking of the night Arabelle smothers her face, hardly allowing her enough breath to beg for an orgasm. The crowd and Heads of House are delighted, and laugh with glee as Arabelle has her tits tormented by the Governess and Chloe struggles to hold her orgasms back. Eventually she cums out of turn, getting thrown on the floor and made tosuck cock straight out of Arabelle's cunt as she gets her first reward fuck of the evening. Chloe receives more beatings and is taught a few House Rules for testing later.The crowd is in a raucous mood, with plenty of rope suspensions, spankings, blowjobs, sadistic pain play scenes, and gorgeous women in service. One such slut, Barbary Rose shows up with her thick bouncy ass, fiery red hair, and perfect tits--she is definitely looking for trouble. That trouble comes in the form of Stefanos, a Sybian, and a single tail. The resulting scene of whipping, pain play, rope bondage, and multiple, hard-won orgasms is a lovely exhibit of a true pain slut at work.The next time we see Chloe Cherry, her teen body is trapped in tight rope bondage, doggy style, with a huge cock in her ass. Her mouth forms a perfect O around a red ball gag. She's not the one in trouble this time, she just needs to take her anal fucking like a good submissive whore. It is Arabelle who will be the focus of The Goveness' displeasure. Feeling Arabelle has a man focused view on service, Aiden wonders why no slut has offered to service her. Too little, too late, she no longer wants her cunt licked, but is out for pain. Arabelle's ass is cropped, paddled, shocked, and spanked pink while Chloe screams in pleasure and shock at the size of the cock in her ass. Arabelle, after completing her punishment, is sent over to get her teenage charge off and teach her to beg and receive orgasms like a good whore. Thus concludes Part One of this summer soiree. Please join us for Part Two in a forthcoming update. ...Read More
The Upper Floor @ Kink.com

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 - 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
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
Aiden Starr - Anal Sluts Tied Down for Service at BDSM Swinger Party

Aiden Starr - Upper Floor

2nd November - Part two of our BDSM summer soiree finds Arabelle Raphael tied down to a fuck table in tight bondage with her big nipples adorned with brutal metal clover clamps. She is faced with her teenage trainee Chloe Cherry gripping a huge dildo gag in her mouth. The governess Aiden Starr is determined to teach this little blond slut how to be a sex object rather than a selfish whore, and will start by using her as a toy for Arabelle's pleasure. Made to fuck her superior's cunt in front a crowd of cheering partygoers, Chloe begins to take pleasure in her work, then a big dildo in her tight pink pussy from the Governess. Meanwhile, the Guest of Honor enjoys liberties with Arabelle's ass and pussy. In the midst of her sexual debasement, Chloe tries her best hold her orgasms back until granted permission and starts to understand the role of a sexual submissive through rigorous fuck training.The BDSM swinger crowd is horny and wild by this time. There are scenes of lesbian fucking machine orgies, one sexually submissive woman takes an anal hook and many beatings from her Masters, while rope bondage and corporal scenes continue throughout the room. One very beautiful guest worships another women's ass and feet, while lesbian pussy licking adds a touch of eroticism to a savage corporal scene. Swingers fuck on all the couches, and there are blowjobs in all corners of the party.Teen anal dream Chloe has been taught all the rules of the House and is eager to be used for the pleasure of the House. Chloe attempts to recite the rules in a composed manner until Aiden Starr is quickly fist deep in her perfect ass. Trying to show off comportment in a depraved anal scene is quite difficult, leaving Chloe screaming in pleasure and shock instead of impressing her teacher. Arabelle has a vibrator tied to her slutty pussy and gets railed by the Guest of Honor while doing her very best to comfort Chloe with some pussy licking. It's no use, Chloe cums like a little slut without permission, and has her breath taken away by Aiden who promptly sits on her silly teen face. The Governess is finally satisfied with Chloe's recitation of the rules and proper begging into her cunt, and allows her to take cock in her ass. Arabelle's face begging for cum tips our Guest of Honor over the edge, spraying both sluts' beautiful faces with a load of cum. Well done! ...Read More
Chloe Cherry - Lost and Afraid

Chloe Cherry - Sex and Submission

19th October - When Chloe runs for help, Mr. Pete is there for her. But when she realizes she has just run into the arms of a sexual deviant, Chloe plunges into a fantasy of BDSM and anal sex. Tall, blonde cutie Chloe Cherry has escaped a crazy boyfriend who did questionable things to her in the basement. While on the run she bangs on the door of a house hoping to get help for her predicament. Mr Pete calms her nerves and tells her no need to call the cops they will deal with it themselves. Well, before you know it cute Chloe is tied up in rope, gagged and prepped for a hot session with kinky pervert Mr Pete. On the floor with her pink sneakers and socks the Hitachi is vibe-ing Chloe's pussy while Mr Pete teases her nipples and whips her with the flogger, the crop, cane and other sadistic tools of the trade. After tightening clamps on her small natural tits he rolls the Wartenburg wheel all around her sensitive nipples and chokes her delicate neck to give her a taste of breath play. Now Mr Pete crams his thick dick into Chloe's little mouth and gives her a solid throat fucking. All the slobber and spit she drools out drips down onto her tits and onto her pussy getting her ready for the fuckin' that is soon to come. Then on all fours in doggie Chloe is tied up tight in rope bondage while Mr Pete pounds her pussy. He flogs her some more and she squirms and whimpers and her ass up high in the air is just begging to get fucked! Mr Pete slides his hard cock into Chloe's tight ass and takes her on a wild ride to pound town making Chloe scream and wail. Tied up on her back with legs spread wide Chloe's holes are ready for some more hot action. She tries to wiggle out of the ropes but she's not going anywhere. Monsieur Pete comes in and fingers her ass and then squeezes his cock in and Chloe takes it like a good girl. Oh but she loves it, you can tell with all the cooing and moaning she’s doing. Pete goes back and forth between both her holes fucking her pussy then her ass again. He plays with her clit while fuckin' her pussy and she begs to come but he makes her wait until she just can't hold it anymore. More nice ass pounding until he stretches her hole to gaping and then Mr Pete fucks her out until he shoots his hot load all over her belly. Once she was Lost and Afraid but now she's found… ...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
Simone Sonay - Daddy's Discipline

Simone Sonay - Upper Floor

7th March - Hot MILF Simone and her little blond step-brat for the week end Chloe Couture are at each other's throats. Ramon recognizes the need for some good old fashioned discipline, reminding Simone that she has a brat streak a mile wide and also deserves to be grounded. Making the mistake of using teeth during a blowjob lands Simone face down not the floor, ass red from a serious paddling, apple shoved in her slutty mouth, face covered in squirt, fucked on the breakfast table until she is begging to cum. Licking her squirt off of his shoe Simone finally looks like the content submissive whore that she can be.Chloe meanwhile uses her little pink pussy to try to get her way out of being grounded, but Ramon clips that little slit shut and fucks her mouth instead. Properly spanked and screaming for mercy, Chloe has her pussy released just enough so that she can have her deep red ass bouncing on Ramon's cock. Simone is hardly impressed when she find's her step-daughter trying her best to please a real man's dick and shows her little brat how to really work a cock. Tied up tight like a little slut, Simone get's her round ass fucked while her step-daughter vibes her pussy and beg's to be taught the house rules, cleaning Simone's ass off Ramon's cock for every wrong answer. Tired of sloppy mistakes Ramon brings out the cattle prod electro torments his little blond angels until he is pleased with answers and fucks Chloe's tight little ass tied in bondage while Simone teaches her how to take it. ...Read More
Chloe Cherry - Boffing The Babysitter 22

Chloe Cherry - Boffing The Babysitter 22

12th June - Brad's wife has left him. How could she compete with the young babysitter. Little Cloed has won and now has all the dick for herself.
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Chloe Cherry - Sorority Rush

Chloe Cherry - Sorority Rush

27th July - College roommates Chloe and Darcie do everything together, and when they get home from Chloe's first party, Darcie resolves to find out just how sheltered her new bestie really is. Not only has tall blonde Chloe never been on a date before, she's never even been kissed! Sultry brunette Darcie sets her mind to changing that, and the two beauties' kisses soon lead to more. Chloe loves the feeling of her BFF licking her tits and rubbing her clit, and she wants to make Darcie feel just as good! As these girlfriends explore each other and try out scissoring, they learn hands-on why the best part of college is experimenting! ...Read More
Chloe Cherry - Anal Sex is the Best - Part 1

Chloe Cherry - DarkX

15th February - Chloe tells her BFF about her love for anal sex, and about an adventure she had with a young black man who was stranded and needed some help getting his car fixed. She was all too willing, but wanted something in return... to get her ass fucked by an ebony hard rod. ...Read More
Chloe Cherry - Stepbrothers Sex Replacement

Chloe Cherry - StepSiblings

8th April - Chloe Cherry is an innocent stepsister who needed to borrow her stepbrothers car. They had a pretty good relationship and stepbro was feeling kind, so he gave her the keys. This turned out to be a horrible idea. Chloe ended up crashing the car and being super nonchalant about it saying it was just a scratch, but it clearly would put his automobile out of commission for a while. This would not have been the biggest deal if stepbro was not trying to go get some pussy from his girlfriend. Chloe really screwed things up, and she was going to have to step up to the plate and be his ment fuck for the week until the car was fixed or else mom and dad were going to find out. As the week went by, so did the orgasms from both Chloe and her stepbro. Their final day of fucking came to a close, and stepbro graced Chloe with a fat load of jizz to her face. This usually was pretty heartwarming, but then Chloe found out the car had already been fixed sooner than expected. What the fuck.... ...Read More
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
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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
Chloe Cherry - Please Creampie Me!

Chloe Cherry - Please Creampie Me!

20th February - Platinum blonde Chloe Cherry peels off her panties and lewdly fingers her meaty twat. The chubby-cheeked cutie spreads her plump buttocks and pushes a toy in and out of her anus while sucking tattooed Owen Gray's gigantic cock. The all-natural slut gags on Owen's thick prick, sucks his balls and mounts his meat for a nasty ride. After reaming Chloe's furry cunt, he shoves his pole up her ass, relentlessly pumping her bunghole to gaping. Finally, he dumps a spunky creampie inside Chloe's pussy. ...Read More
Chloe Cherry - Lesbian Analingus 11

Chloe Cherry - Lesbian Analingus 11

5th November - Chloe Cherry is a blond chick with a natural body and an appetite for eating pussy. Mona Wales is on her radar, and doesn't stand a chance against this horny teen slut who loves to fuck chicks. Chloe is so slutty, that in olden times she would have been referred to as a woman of ill repute. Chloe does a running start from the back of the kitchen and pounces on Mona, sniffing around for hot snatch. Chloe eats Mona out with wild abandon, barely pausing for breath as she anxiously seeks out orgasms for herself and for Mona, since she is also generous with sexual gratification. Mona cums, as you do when being eaten out with boundless enthusiasm. Both these slutty ladies cum repeatedly until there is no cum left. ...Read More
Chloe Cherry - Attorney Privileges

Chloe Cherry - Attorney Privileges

23rd September - Attorney Brandi Love must contend with spoiled teen client Chloe Cherry, who will soon be joining the roster at Sisters of Mercy Reform School, but is currently under house arrest. Sexy blond natural teen stunner Chloe cannot go to reform school with out having a taste of her busty, curvy MILF attorney Brandi. Brandi is so turned on by her very sexy young client, so once kisses are exchanged it quickly turns into hot pussy eating action. Chloe dives deep into Brandi's nether regions, causing Brandi to orgasm profusely. Both ladies continue to get each other off with their fingers and tongues, probing each other's slutty wet cunts, stopping at nothing to have as many orgasms as possible. Brandi is taking full advantage of her attorney privileges today! ...Read More
Chloe Cherry - Untouched

Chloe Cherry - Untouched

29th June - Jane Wilde is in her room reading when she hears a knock at the door. Chloe Cherry walks in and introduces herself as the new roommate. Jayne jumps to her feet and hugs her and they sit back on the bed and talk about school. When Chloe confesses to being overwhelmed at being an only child and not being used to being around so many people, Jayne reassures her that she'll grow to love it; after all, it is college! When Chloe leaves Jayne's room to continue unpacking, Jayne feels like she just won the lottery. Chloe is smoking-hot and she just can't believe it! She decides to take a bath to cool off but can't stop thinking about Chloe. She starts masturbating in the bathtub while she fingers her pussy. When Chloe walks in, she can't believe her eyes. She makes sure to back up a few paces to not make her presence known. When she finds herself getting turned on, she jumps on the bed and starts playing with herself. She lets out a huge moan as she cums all over the bed. What she doesn't realize is that Jayne can hear her from the bath and when she gets up to have a look, she catches Chloe in the act. Chloe is really embarrassed but Jayne doesn't see what the big deal is until she finds out that Chloe has never does this before. When she realizes Chloe's a virgin, she feels the need to take it upon herself to show Chloe the ropes. In fact, it'll be her pleasure! ...Read More
Chloe Cherry - Anal Booty Cuties

Chloe Cherry - Anal Booty Cuties

10th June - Super-cute, all-natural blonde Chloe Cherry is eager to have her young butthole plowed by Mike Adriano's massive cock. The kinky slut spreads her ass cheeks and pussy lips, and Mike thrusts his tongue inside her open bunghole. Chloe kneels to give his huge tool a gagging blowjob. The director stretches her ass using a wide butt plug before plunging his fat cock through her sphincter. He wrecks her now-gaping rectum with an epic anal fuck, and Chloe lovingly sucks dick ass-to-mouth! ...Read More
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Chloe Cherry - Sex Addict Siblings - S7:E1

Chloe Cherry - Sex Addict Siblings - S7:E1

28th September - Rob Carpenter has a serious sex addiction problem that has him jerking off in all kinds of unexpected places around the house and leaving cum surprises for his stepsister Chloe Cherry to find. When Chloe steps out of the shower and finds jizz in her towel, she confronts Rob about his predilections. When she reaches his room to find him jacking it with a pair of her panties! In desperation, Chloe offers to give him a handie if he'll agree to stop leaving salty surprises everywhere. Rob does agree, but when Chloe's hands can't get him off he demands her hot little mouth instead. That finally does the trick, and Chloe even does the favor of swallowing Rob's cumshot. It's too bad for Chloe that Rob doesn't keep his end of the deal. When she finds that he has jacked off into her pajama bottoms, she offers to actually fuck him this one time if he'll go to counseling for his sex addiction. Rob has been longing for his stepsister's pussy wrapped around his dick forever, so he agrees. He soon finds himself buried balls deep in Chloe's greedy snatch, with her breathy moans of delight acting as music to his ears. He can't hold back as he fills her soft twat with a creampie of cum, much to Chloe's surprise and dismay.A few weeks later, Chloe seeks Rob out in his room. He's defensive at first since he's been going to counseling as agreed and hasn't slipped up, but Chloe bashfully confesses that maybe he's not the only sex addict in the house. Rob isn't about to turn down his stepsister's offer for another go, and soon he is happily paddling away at her as she kneels face down on the bed. When Chloe rides Rob to climax, he does her the favor of pulling out this time to cover her muff in jizz. ...Read More
Cherie DeVille - Mommy's Scent

Cherie DeVille - Mommy's Scent

18th August - Chloe Cherry is home alone sitting in her living room. And what does Chloe do when she's all by her lonesome? Why she sniffs her mother's panties of course! As Chloe takes whiff after glorious whiff, she doesn't notice Cherie DeVille walking towards the house. What's worse is that Cherie can see Chloe through the window. Cherie knocks on the door while Chloe tries desperately to hide the panties in the folds of the couch. When she answers the door, Cherie greets her and asks if her moms' home. When Chloe tells her she's home alone, Cherie wonders if she could come in. The girls sit down on the couch and Cheri tells her that she saw what she was doing. Chloe denies it, but Cherie pulls out the panties and shows them to her. Chloe is so embarrassed that she mumbles incoherently. Cherie tells her that it's perfectly natural to have mixed feelings growing up, especially about women. This gets Chloe's undivided attention. Cherie explains that there's nothing wrong with being gay but sniffing her mother's panties is a stretch. Is this the only pair she's taken from her mom? Chloe leads Cherie to her room and confesses she's got a drawer full of them. Cherie tells her this is worse than she expected but she might have the perfect solution. Why doesn't she play the surrogate mother and let Chloe play out her fantasies with her? She takes off her dress to reveal the sexiest lingerie Chloe has ever seen. She takes off her panties and puts on a pair of Chloe's mothers. The icing on the cake is when she applies her perfume on as well. At this point, Chloe simply can't resist. With an opportunity to live out her wildest fantasies, Chloe would be a fool to turn down Cherie. ...Read More
Chloe Cherry - Chloe Couture in Torn Tights

Chloe Cherry - Chloe Couture in Torn Tights

25th December - Chloe Couture has seen her fair share of hard dicks before, but never one like the big swinging dick on our man here. To celebrate the occasion, she wore her cutest pair of white tights so that dude could tear himself a hole and fuck her hard! ...Read More
Alina Lopez - My Straight Girlfriend - S28:E17

Alina Lopez - My Straight Girlfriend - S28:E17

28th July - Chloe Cherry is enjoying an afternoon of watching TV when her roommate Alina Lopez comes home from a jog. Chloe has had the hots for Alina for a while, but she believes her roommate is straight. Nonetheless, the blonde can't keep her eyes off the object of her affection as she enjoys the brunette's tight sports bra and form-fitting shorts.Retiring to the bathroom to take a quick shower, Alina strips while making sure to tweak her nipples and squeeze her perky boobs. As the warm water covers her skin, Alina slides her hand over her tender breasts. Her hand creeps lower, cupping the heat of her well-trimmed pussy.Unbeknownst to Alina, Chloe has decided to make her move to see if her roommate may not be interested after all. Peeling off her clothes outside the bathroom, Chloe joins Alina in the shower and learns that she's more than welcome. As the water cascades down against both girls, they lock lips in a kiss of the deepest passion while they each reach down to rub one another's hot clits. Chloe is definitely in command, guiding Alina with her fingers until the brunette is staring down a climax that she couldn't hold back if she wanted to.Dropping to her knees in the shower's stream, Chloe hitches Alina's leg over her shoulder and leans in to get a closer look at the slippery delight of her lover's twat. Parting Alina's pussy lips, Chloe stiffens her tongue to milk musical moans from Alina's mouth. Then she turns Alina around so the brunette can press her cheek to the cool tile of the shower as Chloe goes to town feasting on the nectar of her needy snatch.Turning around and curling her fingers into Chloe's hair so she can drag the blonde to her feet, Alina lets out a small gasp as Chloe pauses partway up to suck her full tits. Then she turns Chloe around to avoid any further distractions from her mission. Using one hand to fondle Chloe's breasts, Alina slides the other south to explore the sweetness of Chloe's hairy pussy. When Chloe sinks to the floor of the shower, Alina follows her down to get her first good luck at Chloe's beautiful fuck hole. She strokes and caresses, heightening the fever pitch of Chloe's passion. Though she teases with her tongue, most of the work is done by her fingers. Even when Chloe turns around to change up the angle of penetration, Alina works her fingers first and her tongue second to explore every inch of Chloe's most intimate parts.Rising to her feet as Alina continues to kneel before her, Chloe watches down the line of her body with a big smile as her new love continues her work. Her body pulses, then throbs with delight as Alina learns just which buttons to push. Knowing that she has done well for her first time with another girl, Alina gets to her feet where she is rewarded by Chloe with a deep, loving kiss. ...Read More
Chloe Cherry - Anal Dolls 3

Chloe Cherry - Anal Dolls 3

8th November - Blonde, baby-faced Chloe Cherry's miniskirt can't hide her butt or the hair above her pussy. Toy play primes her greased asshole for cock. Bill Bailey's severe, straight-to-anal manhandling makes her squeal, 'Yes, I'm a dirty little bitch.' Slamming sodomy comes with spit-soaked, ass-to-mouth head and ball lapping. She takes a dick/toy double penetration. Pale, natural Chloe masturbates as she's fucked and Bill spanks her ass. He yanks her by the hair to dump his thick load on her tongue, nose and cheek; she rubs the surplus into her skin and swallows what's in her mouth. ...Read More
Chloe Cherry - Shower Sneak

Chloe Cherry - Shower Sneak

8th September - When Jessy Jones sneaks into Chloe Cherry's house he's looking to line his pockets with cash and jewels, but what he finds is priceless: Chloe Cherry fully nude and in the shower! Forgetting where he is or why he's there, all thoughts of thievery in Jessy's head are replaced with lust for Chloe's perky tits and wet ass. Eventually, Chloe notices Jessy staring at her, but instead of being afraid, she gets horny! Chloe asks the intruder to unmask and help her scrub her back and in between her thighs. After getting clean, the pair gets dirty when Chloe drops to her knees and gives Jessy a sloppy blowjob, then rides his cock cowgirl. After some passionate sex in doggystyle, missionary, and reverse cowgirl, Jessy cums all over the blonde spinner's bush! ...Read More
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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 - Black Cock Anal Snowbunnies

Chloe Cherry - Black Cock Anal Snowbunnies

9th April - In a sheer, rainbow-colored, two-piece ensemble, adorable, young Chloe Cherry is eager for a taste of Isiah Maxwell's big black cock. The all-natural blonde snowbunny fucks her tender butthole with a long dildo while hungrily gagging on Isiah's meat. The ebony stud rails the little white slut's pussy and then crams his huge dick up her tight butthole. Chloe's sphincter gapes as she sucks his prick ass-to-mouth. After a nasty interracial anal fuck, Chloe enjoys a messy mouthful of hot spunk. ...Read More
Chloe Cherry - Pure Desire - S29:E28

Chloe Cherry - Pure Desire - S29:E28

28th November - Just back from the store, Chloe Cherry walks in with her hands full. She has to pass Bambino, who can't stop checking her out in her cute dress. As the blonde puts the groceries away, Bambino wanders into the kitchen and gets an eyeful of bald pussy as Chloe's miniskirt rides up. Turning her around for a deep kiss, Bambino unwraps Chloe's dress to caress the perfection of her breasts and pussy. Pinned to the wall, Chloe lets Bambino ravish her thoroughly for as long as she wants. When she turns around, he pushes the hardness of his erection against her ass, letting her know without words how turned on he really is. Chloe isn't about to let the opportunity to enjoy her boyfriend's dick in her mouth pass her by. Dropping to her knees, she tugs Bambino's jeans down to his thighs and starts sucking.Turning around again, Chloe lifts one leg so Bambino can slide all the way inside her tight fuck hole. He is slow in his penetration and in the thrusts that follow. The angle doesn't allow for the deep delight they both crave, but when Chloe turns around to embrace Bambino as he keeps working her cream filled twat they enjoy a closeness that cannot be surpassed.Relocating to the living room, Chloe once again works on her BJ skills. When she's satisfied, she climbs onto the couch on her hands and knees and guides Bambino into her wet glove so he can take her from behind in balls-deep thrusts. He towers over his small lover, dominating her as she moans with the force of her climax.Flipping onto her back, Chloe guides Bambino's hardon right back to her opening so he can fill her up once again. She's an insatiable lover who demands one final climax before Bambino is allowed to cum. Once he brings his blonde delight off, Bambino pulls out of her heat and lets her finish him off until he covers her in a shower of jizz. ...Read More
Chloe Cherry - Tickling The Ivories

Chloe Cherry - Teens Like It Big

16th August - Chloe and Joseline are new students at an exclusive music academy, and they're preparing for tough teacher Mr. Johnson - only Joseline's more interested in getting into Chloe's skirt! When Mr. Johnson discovers the girls are more interested in sex than piano lessons, he gives them some old-fashioned discipline with his dick. ...Read More
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Chloe Cherry - Sloppy Anal Sluts

Chloe Cherry - Sloppy Anal Sluts

16th October - Dolled up in sheer, pink lingerie, sweet blonde Chloe Cherry plays with herself. This pretty anal slut is ready for an interracial ride on Jason Brown's big black cock! The ebony stud shoves his massive boner down Chloe's throat, making her gag and drool. She mounts his meat, stretching her twat to its limit. Jason yanks her pussy hair while stuffing his monster boner straight up Chloe's tight asshole. He relentlessly pounds the young girl's ruined anus, finally delivering a creamy cum facial. ...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
Gina Valentina - Full Anal Service 5

Gina Valentina - Full Anal Service 5

13th November - Pale blonde minx Chloe Cherry and Brazilian cutie Gina Valentina are slender 19-year-old sluts eager to share Mike Adriano's giant cock in a lewd anal threesome. The girls cooperatively slurp on the director's huge meat and suckle his balls. They rim his asshole together! After more wet, gagging, deep-throat head, Mike pounds Chloe's asshole and Gina lewdly sucks dick ass-to-mouth. She buzzes on a vibrator and tastes Chloe's ruined rectum. Gina even expels an enema into Chloe's speculum-stretched asshole! ...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
Adria Rae - Truth or Dare

Adria Rae - Truth or Dare

23rd February - Sitting around in panties and tank tops Adria Rae, Chloe Cherry and Lily Love are looking sexy as hell lounging out in the living room. With nothing to do the girls decide to have fun with some good old-fashioned Truth or Dare. The girls label 2 jars, Truth and Dare, and fill both of them with little handwritten notes. At first, the choice are tame and playful but when Lily Love picks her choice she has to get on all fours and stick her ass out. Adria and Chloe can't resist slapping an ass that perfect. When Chloe pulls a dare that says she has to kiss the person next to her she gets really shy. She's never fooled around with a girl, much less kissed one. She leans in and plants one right on Adria's mouth. The girls ask her how it felt. Chloe isn't sure about it but the girls insist she take her shirt off and get more comfortable. When Chloe inquires as to why she's the only one that's topless, Lily and Adria happily remove their tops and start tag teaming Chloe. Each taking a breast, they suck on her pink nipples asking her if she likes it. Chloe answers them with a smile. She stops them for a moment still unsure about all this; after all, she's not a lesbian. When Adria starts eating out her pussy all her worries seem to melt away as she moans in delight. As Chloe sits on Lily's face, she starts to eat out Adria, devouring her pussy and making her cum. When the girls spend the majority of the afternoon getting each other off it, looks like they have found a new pastime and it ain't truth or dare! ...Read More
Chloe Cherry - Stepsister Creampies

Chloe Cherry - Stepsister Creampies

3rd December - Adorable, pale blonde Chloe Cherry knows that stepbrother Robby Echo has been watching her doing yoga in her panties. She thinks his embarrassment is cute, so she asks him for help doing her stretches. Coaxing Robby to obey their sexual urges, Chloe is soon bobbing her mouth on his boner! The young, all-natural slut gives her stepbro a sloppy blowjob and lewdly tongues his asshole. Robby fucks Chloe's tight, furry snatch and fills his stepsister's slit with a hot cum creampie. ...Read More
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Chloe Cherry - Moving Into Step-sis

Chloe Cherry - Moving Into Step-sis

2nd August - Chloe HATES having to move in with her mom's new boyfriend...and especially hates sharing the living room with her new step-bro. She decides to do yoga right in front of his dick anyways...and gets a stretching out she never imagined! ...Read More
Chloe Cherry - Double Duty Booty

Chloe Cherry - Double Duty Booty

19th November - Cute, pigtailed blonde Chloe Cherry uses her smart phone's 'Rent-A-Dad' app to summon Tommy Pistol, but she's disappointed when most of his dad jokes fall flat. She gives him a blowjob anyway. Unsatisfied, Chloe goes back to her app and orders up a disciplinarian for some paternal discipline. Beefy dad John Strong joins Tommy to fuck the all-natural babe's every hole! They nail her throat and pork her pussy; she takes an anal reaming. The father figures deliver a nasty double penetration! Kinky Chloe rims her daddies' bungholes and receives a faceful of cum. ...Read More
Chloe Cherry - Spoiled Scene 3

Chloe Cherry - Spoiled Scene 3

10th July - Hot birthday sex becomes something else entirely when Abigail Mac ties up her girlfriend (Olive Glass). Half naked and without her phone, Abigail innocently goes out to her car for something kinky and is accidentally locked out of the house. By the time she's borrowed a phone from her freaky neighbors Mari and Tanner, and been rescued by girlfriend Kendra, Olive has vanished…or has she Her disappearance is more than a vanishing act; Olive is orchestrating an adventure. An exploration of sex, all tied together in a waking dream that Abigail must walk, and sometimes run through. In the process, she'll not only question her friend's sexuality but her own. In the end she'll discover what it means to be spoiled. ...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
Chloe Cherry - We're Just Friends!

Chloe Cherry - We're Just Friends!

15th October - Lifelong friends Chloe and Alex have always been purely platonic, even changing in front of each other or sleeping in the same bed. But one morning when Chloe sees Alex's muscular physique and morning wood with new eyes, everything changes. Alex catches his beautiful blonde friend playing with her clit as she ogles him, and they wordlessly decide to take their relationship to a whole new level. ...Read More
Chloe Cherry - Cuckold Sessions

Chloe Cherry - Cuckold Sessions

16th April - Chloe Couture is the biggest slut ever. Just ask her boyfriend. He likes to brag about Chloe and her slutty ways to all his friends. Just listen to him shooting hoops and blabbing about all the naughty things his girl will do! Which is just about the time Chloe comes out to do a little sunbathing. She'll go topless, too, and not care what her boyfriend -- or his buddies -- think. Chloe's boyfriend brags 'she'll do anything I say! Just watch!!' Soon, Chloe's on her knees in the backyard, sucking big, black cock...because her boyfriend told her to! Then, he'll command Chloe to offer up her sweet, pink cunt before moving to her back door. That's right, Chloe's boyfriend offers up her ripe, tight asshole to his buddies! They'll take it, of course, before all three dropping loads on Chloe's face -- or down her thirsty throat. Some call this very naughty...others call it true love. ...Read More
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Chloe Cherry - Oiled and Spoiled

Chloe Cherry - Oiled and Spoiled

8th September - Geeky daydreamer Bill Bailey sits alone, wishing he could spend his time with a beautiful girl. Before long, adorable fairy princess Chloe Cherry emerges from thin air to grant his wish! The pretty pixie gives a slobbery blowjob and rims his rectum while stroking his stiff rod. Chloe soaks her sumptuous body in oil as Bill fucks her tight bunghole, both of them wallowing in a miniature pool throughout. Bill stuffs her sphincter with tiny toy balls, and Chloe crudely farts to expel them from her asshole. A playful anal pounding includes graphic gaping, nasty ass-to-mouth cocksucking and a creamy facial climax. ...Read More
Chloe Cherry - Sexy Hot Blonde Chloe

Chloe Cherry - Sexy Hot Blonde Chloe

13th September - Welcome sexy curly haired cutie Chloe Cherry LIVE! This naughty girl loves to fuck and can not wait to get Jake Adams large hard cock deep in her wet pussy! She gets that hot pussy fucked hard making her beg for me while Jake pounds away hard! She loves her fans interactions and gladly takes a sweet load all over her smiling face! ...Read More
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
Chloe Cherry - Lesbian Anal Sex Play

Chloe Cherry - Lesbian Anal Sex Play

20th November - Lusty, tattooed brunette Ivy Lebelle seduces pouty, blonde girlfriend Chloe Cherry with kissing and anal play. Ivy lewdly rims Chloe's soft, pale, round rear and shoves multiple fingers inside. The all-natural blonde returns the favor, and the lesbian lovers eagerly eat ass while experimenting with a large array of kinky anal toys, from sphincter-stretching butt plugs to alien dildos! Ivy and Chloe employ rectal probes and a vibrating massager to make each other cum. ...Read More
Chloe Cherry - Girls Kissing Girls 21

Chloe Cherry - Girls Kissing Girls 21

22nd August - Hot, all natural skank slut Honey Gold eats out blonde slut whore babe Chloe Cherry in her bedroom. Chloe moans like a crazy person in heat as Honey laps away at her well groomed cunt, and cums all over the place. Chloe repays the favor and Honey screams like she is being pursued by a monster in a horror movie. Both of them basically moan and shriek as they take turns eating each other out and finger fucking each other until they have both had enough and then lay there, exhausted by their efforts. ...Read More
Abella Danger - Name That Flavor

Abella Danger - Name That Flavor

26th April - Abella Danger is shooting a brand new episode of her vlog and has invited two of her hottest friends to help. Sitting next to her are Chloe Cherry and Lily Rader. Abella is about to play a game with them called Name that Flavor. Before they begin, she blindfolds the girls and makes sure they can't see a thing. She gets up, picks up the first piece of candy and rubs it on the girl's respective tongues. Whoever can guess what is it gets the first point. The girls go through the first couple of rounds with the score tied. Abella decides to make it a little more difficult by taking off her panties and having the girls taste her pussy. When they both guess wrong, Abella decides to take things up a notch by shoving her ass in each girl's face. When they both guess wrong again, she tells them it's time for the final round and if they guess this wrong, they both lose. She sits down on the chair next to them and starts playing with her pussy. As she starts squirting, she hoses both girls down as they scream not knowing what's going on. They rip their blindfolds off and can't believe how wet they are. When Abella asks if they're going to fuck their gracious host, the girls say yes but on one condition; the cameras have to be turned off. Abella says goodbye to her viewers and puts the camera down. ...Read More
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Veronica Avluv - Chloe Cherry And Kendra Lust Tag Team

Veronica Avluv - Ass Parade

11th June - Chloe Cherry starts out by stretching out until she feels Juan's hard-on. She freaks out until she really notices how big it is. She's amazed by his cock and decides to tease him a bit more before she got on her knees to suck him off. She gets caught sucking by angry Kendra Lust. Kendra takes Chloe upstairs and lets her know that she's going to teach her how to be a slut before shoving her face into her big tits. Chloe takes Kendra's pants off and starts licking her pussy and ass. Kendra Lust drags Juan into the bed where the tow team up on his cock. They give him a great sucking before they take turns fucking him. Juan cums all over them and watch then enjoy his load at the end. ...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
Chloe Cherry - I Caught My Daughter Fucking My Boyfriend 5

Chloe Cherry - I Caught My Daughter Fucking My Boyfriend 5

28th September - Alana Cruise has really been inspired by Brad Newman's body and has decided to workout too. So she heads out to workout and leaves. Her daughter, Chloe Cherry wants to understand how muscles work and there is one muscle she really wants to get to know. ...Read More
Chloe Cherry - Chloe Loves Anal

Chloe Cherry - HardX

19th December - Blonde cutie Chloe Cherry loves a cock in her booty, and taking it in multiple anal positions with ATM's, massive gapes on display. She's an anal cutie who can't get enough dick in her ass till she's massively gaping! This is a Hard X scene that cannot be missed! ...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
Chloe Cherry - Squirting Lap Dance

Chloe Cherry - Squirting Lap Dance

29th November - Judy Jolie, wearing a cute party hat, waits patiently with her eyes closed for her birthday surprise. Chloe Cherry comes in, kissing Judy on the neck and wishing her a happy birthday. Is she ready for her surprise?, Chloe asks Judy seductively. Chloe tells Judy to open her eyes, and when she does, she's greeted by the sight of her girlfriend Chloe, dressed as a sexy school girl, straddling her lap, Chloe's beautiful naked ass poking out of her skirt. Judy tells Chloe that she looks great, but she's still confused over what her surprise is. She thought they were going out for dinner, but this is DEFINITELY not dinner attire. Chloe was thinking that instead of dinner, they could just hang out at home and she could give Judy a lap dance. A nice and wet lap dance.Judy is totally up for it, especially the 'wet' part, kissing her lover passionately as Chloe grinds her pussy on her lap. Chloe turns around and shakes her bare ass in Judy's grateful face as Judy caresses her soft cheeks. As Judy lightly pets Chloe's tight pussy and squeezes her perky little tits, Chloe continues grinding, and it's safe to say that Judy is loving her gift. Chloe starts to work her own little pussy, rubbing her clit hard and finger-banging herself as she writhes on top of Judy. Soon Chloe can't take anymore, and with a scream of pleasure, squirts a sweet spray of juice onto Judy's lap. But Chloe's not the only one with some luscious liquid to share. As Judy's clothes come off too, she rubs her sweet pussy, eventually letting loose a torrent of succulent squirt while Chloe squeals with delight. This lap dance is just beginning though. These girls both have lots more gushing to do, and they're about to give a whole new meaning to the phrase 'making it rain.' ...Read More
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Keisha Grey - Fauxmance

Keisha Grey - Fauxmance

22nd December - Keisha Grey is on the phone with her boyfriend who has to work late again, but Keisha is no sucker. She knows something is up and calls him out on it, he's been cheating on her and she'd had enough. He tries to defend himself, but she breaks up with him, hanging up the phone in disgust. Chloe Cherry can't help hear arguing coming from Keisha's room. She opens the door to find Keisha in tears. Having planned a day with him, Chloe suggests that since the day is young and that Keisha looks super hot in her outfit, they should take full advantage of the day and spend it together. Lounging in the bath, they take in the suds, as Chloe washes Keisha's chest and plays with her tits a little. Keisha can't help but thank her for the fauxmantic day they set up. Chloe gets lost in the moment and can't help but lean in and kiss Keisha who looks confused and doesn't know how to react. She runs out apologizing for making a mistake. When Chloe goes to her room the next day to apologize for her behavior, the truth is, she also has a confession to make, she's a lesbian and she really likes Keisha. Keisha isn't sure what to say but the fact is, she's been having the same thoughts as Chloe. Chloe is relieved but also a little worried because she doesn't want the friendship to get ruined. Keisha however, isn't worried. Smiling, she tells her that it could only go up from here. They start kissing losing themselves in each other's arms. ...Read More
Chloe Cherry - Teach Me to Twerk

Chloe Cherry - Teach Me to Twerk

18th May - Chloe Cherry has recently joined a twerking team and is hard at work on her routine. Practicing in the mirror, she makes sure her sexy little booty moves in all the right directions. When Nia Nacci walks into Chloe's room, she has no idea what she's up to. She clears her throat and Chloe turns around laughing. Slightly embarrassed, she explains that she just joined a twerking team and has to get in all the hours she can before the next gig. Nia has no idea what twerking is, but is definitely intrigued. She might not want to admit it but she's definitely never noticed how hot Chloe's ass is, especially now that she's shaking it in every direction. When Chloe asks Nia to try, she gets the rhythm down almost immediately. Who knew she was a natural! Chloe puts her hands on Nia's hips and ass and directs her on how to move. Chloe gets up and shows her how to do it while she tells her about the time she twerked on a girl's face. Nia tells her that she never knew she was into girls. As a matter of fact, so is Nia. When Nia asks if Chloe would be willing to twerk on her face, Chloe happily agrees. The girls start kissing and taking off their clothes as they ravage one other's bodies. The girls don't know it yet, but they'll both be twerking on each other's faces until the next morning. ...Read More
Chloe Cherry - Goth Anal Whores 2

Chloe Cherry - Goth Anal Whores 2

19th June - Oh dear! Twisted blonde brat Chloe Cherry was a naughty girl and ruined all her dolls! What's a troublemaker to do? The only thing left to have fun with was her sweet pink twat! Daddy Small Hands was disappointed in her actions, but he would use his big cock in her pretty ass and pussy to correct her misbehavior. It's not really a punishment for a girl who loves to fuck, but she's very sorry for being a bad girl- she is, after all, a very good goth anal whore determined to make her daddy smile. Wanna play with her toys? You'll have to retrieve them from her butt! ...Read More
Alyce Anderson - Bare

Alyce Anderson - Bare

13th January - Chloe Cherry and Alyce Anderson are studying for a big exam but can't seem to stay concentrated on their notebooks, instead they keep checking each other out as the sexual tension between them builds. When Chloe gets ready to leave, Alyce asks for a goodbye hug which quickly turns into more... After making sure that no one else is home, the girls start to explore their bodies together. Chloe's more experienced and starts off by licking Alyce's perky teen titties before slowly making her way down to her young pussy. They strip off each other's clothes and Alyce flicks her tongue against Chloe's nipples before Chloe goes back down between Alyce's legs to pay more attention to that pretty little pussy. Alyce gets more confident and they 69 so they both can get the taste of teen pussy in their mouths. Chloe brings out a dildo and asks Alyce to use it on her tight little asshole and only gets better from there... ...Read More
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