Latest updates featuring Chloe Cherry

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 - 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

>> CLICK HERE TO DOWNLOAD <<

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 - 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
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

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
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
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 - Troubled Teen ReHab 2

Chloe Cherry - Sex and Submission

9th March - 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
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
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 - 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
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 - 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
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 - 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
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

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
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 - 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 - 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
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
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 - 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 - 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 - 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
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
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 - 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

Angel Allwood - A Mother's Job is Never Done: Anal Assassin Trains Her Step-Daughter

Angel Allwood - Upper Floor

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

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