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My Room, My Rules Bitch!

Darcie Dolce and Chloe Cherry are new stepsisters who have to share a room. The girls aren't too happy about having to bunk with one another, and that's because Darcie can't stand Chloe! While not an ideal situation, Chloe is willing to give it a shot but when her stepsister is insulting her and being a general brat, Chloe decides that she's had enough and teaches her rude, disobedient stepsister a lesson she'll never forget!

Anal Asylum: Chloe Cherry and Lexi Lore

Chloe Cherry is an orderly at the Anal Asylum. It's her job to let the anal whores out of their cages from time to time and give them their anal therapy. Today she releases patient Lexi Lore. When Lexi's cage door opens, she wriggles out feet first wearing a leather straight jacket with her perfect perky pierced titties exposed, and a ball gag in her mouth. First Chloe takes Lexi's ball gag out and lifts up her lab coat. She puts one leg up, spreads her bare ass and tells Lexi to start licking. Lexi shimmies over and shoves her tongue way up Chloe's ass and tongue-fucks her pretty hole. After that, Chloe gets a double-ended acrylic toy and stuffs it in Lexi's ass with the big side. Chloe makes Lexi's ass gape but wants to stretch it even more so she grabs an even bigger glass toy and fucks Lexi's ass with it, getting even bigger gapes. Chloe wants to go even bigger so she gets a fat dildo and plunges it in and out of Lexi's asshole until it opens up nice and big. Finally Chloe gets a big metal, hollow butt-plug and leaves it in Lexi's ass while she lets her press a vibrator against her clit and cum. After that, Chloe gets her strap-on and attaches a fat dildo to it. She tells Lexi she only fucks the good girls and slides it in her ass and fucks her deep. She flips her over and fucks Lexi's ass with her legs spread and Lexi cums hard with Chloe's cock buried in her ass. With Lexi looking like she's having too much fun, Chloe wants Lexi to play with her ass now. Chloe gets up on the exam table, ass in the air, completely naked, and Lexi shoves a big metal dildo inside her ass and fucks her with it while Chloe presses a vibrator against her pussy. After that, Chloe gets a big pink double-ended dildo and shoves it inside both of their asses and position themselves ass to ass. Before returning Lexi to her cage, Chloe gets on her back and has Lexi slide the slink deep inside her ass and cums hard with a vibrator.

Cherry Bomb

Sexy blonde Chloe parades the city in cut down jeans, seducing you with her cute looks and flirtatious ways. When she takes you back to somewhere more private, you eventually see that her innocent exterior is far from the truth.

We Have History

When an ex-boyfriend (Dillon Cox) shows up for a place to crash, Chloe Cherry is not pleased, but her current boyfriend (Rod Jackson) turns out to have a competitive side, and to figure out who was the best lover, she takes on both at the same time.

I Bet Youre Wet - S10:E7

Logan Long has two broken arms, so his sister Ms Faris is tasked with helping him out. Logan claims he's feeling dirty and wants a sponge bath. That grosses Ms Faris out, but her friend Chloe Cherry seems okay with assisting Logan. Chloe recognizes that Logan needs to be cleaned below the waist, too, so she pulls his PJs down to get started. She can't believe the size of Logan's dick! Eventually he pops a boner from all the attention. Ms Faris peeks and sees the size of her stepbro's hardon. Chloe can't believe that such a big dick isn't making Ms Faris wet, so she insists on checking it out. Lifting her miniskirt and pulling her panties aside, Ms Faris lets her.Chloe pronounces Ms Faris kind of wet and then announces that even if Ms Faris isn't interested Chloe is going to try out this nice dick. She leans forward to start sucking! Eventually Ms Faris is sick of being left out, so she joins Chloe on the bed to reluctantly give Logan a handie. She does have to admit that her stepbrother has a nice cock. Next thing Ms Faris knows, Chloe has peeled off her clothes and has slide her hairy twat down onto Logan's dick so she can ride it! Again, Ms Faris resists but she can't stand knowing her friend is having fun with such a nice stiffie. Eventually she gets naked and joins in on the fun.At first, Ms Faris rides Chloe's mouth as Chloe bangs her stepbro. Then she takes a ride on Logan's fuck stick while Chloe sits astride his face so he can eat her out. The girls switch spots so Chloe can get back on that stiffie while Logan tastes his stepsister's desire. Once they've finally satisfied themselves, the girls give Logan a double BJ until he nuts into both of their open mouths. Now that Logan has gotten some sexual relief, he's dirty again and must be cleaned by Chloe again.

The Good Slave and The Filthy Slut: Gia DiMarco Dominates Them Both!

Chloe Cherry is in her favorite place, in the dungeon with her mistress Gia DiMarco. She learns that a new girl is coming to submit and try to please Gia. Will this new slave take Chloe's place? Chloe is quick to please Gia, licking her pussy. Meanwhile, the new slave is running late, and Gia is already angry. Ashlee Juliet finally arrives and must face Gia's wrath. Face slapping, titty slapping, Ashlee seems to love it all, making Gia think she may have been late on purpose. Ashlee's cute tits let her get away with anything. Gia slaps Ashlee's thighs and pussy then smacks them with a crop. The two slaves are shackled together as the slapping, and the crop continues. Chloe is such a good loyal slave; she gets to put her lips on her mistresses perfect tits while Ashlee waits. Gia makes both slaves scream with some hard titty flogging. Chloe begs her mistress to torment the fresh meat. Ashlee can take punishment and Gia is impressed. Both of their dirty filthy pussies are dripping wet after the flogging. Metal clamps are applied to the slave's breasts; not the nipples but the tender side flesh. Both girls can take the pain and are rewarded with the vibrator. The competition intensifies. Clothespins up and down their torso. Chloe has earned the privilege of eating out her mistress' pussy. Gia sits on Chloe's face. The poor slave, screaming in her pussy, wants to make her mistress cum. Gia rewards Chloe by fucking that tight, slutty submissive hole. Chloe must beg to get her ass fucked. Chloe's ass is spread nice and wide by Ashlee and her strap-on cock. Time to show her mistress how well Ashlee can fuck a slave's ass. While Chloe's ass is pounded by her rival, Gia pours hot wax across Chloe's back and ass for a little extra pain to go with her tight little asshole getting stretched wide. Gia is not without sympathy for her hardworking slut, and with a vibrator gets Chloe to cum. In the end, Chloe gets both her holes filled when Gia fucks her pussy while sitting on Ashlee's strap-on dildo and having it slide deep up her ass. Gia and Chloe fuck and cum in delight while new slave Ashlee has to watch from below. Ashlee begs for a second chance to please her mistress.

Impregnate My Tight Pussy

This scene features Chloe Cherry in a fun and energetic anal sex scene. We have intense chemistry and fuck all over the place. POV is shot during the blowjob portion and while she's riding on top with her butt facing the camera. Most of the scene is anal but the end shows me fucking her pussy and Chloe begging for me to cum in her and get her pregnant!

Not What She Expected

Chloe Cherry is pregnant and arrives late to her Lamaze class. Her class instructor takes a shining to her and does his best to make her feel comfortable. Feeling relaxed and comfortable, Chloe reveals that being pregnant has made her a lot hornier than usual and her instructor explains that it's normal. When he asks if there's anything he can do to help relieve her stress, Chloe knows exactly what he can do - fill her teen pussy with a hard throbbing cock!

Time Master Sex Witches

Anal Princesses

Blonde ballerina Chloe Cherry dances around the room, her pale, soft bubble butt visible under her taffeta skirt. She fucks her tender asshole using a big candy lollipop until she orgasms under a colorful shower of confetti! Chloe gives dance partner Chris Cock an interracial blowjob, worshiping his big black cock. The slender, all-natural white girl gags on his ebony meat. She crouches on all fours for an intense pussy pounding. Chris delivers an anal reaming, and he fucks her face ass-to-mouth. Butthole gaping, she enjoys a messy cum facial.

Rocco's Dirty Girls 7

Fathers Day Seduction - S10:E1

Chloe Cherry and Sophia Lux teamed up to seduce their stepdad Charles Dera for Father's Day. Chloe starts the party by masturbating loudly in her room with a big fat dildo shoved balls deep in her hairy pussy. When Charles finally goes to see what the commotion is, he reprimands Chloe for being immodest. Chloe has her daddy right where she wants him, so she pulls out a Father's Day card to butter Charles up and then goes in for a hug where she feels that his dick is nice and hard. Charles doesn't like Chloe making a move on him so he bends her over and spanks her.The commotion draws Sophia's attention. She's jealous of Chloe and doesn't want to be left out of the fun, so she masturbates loudly while having phone sex in the living room to entice her dad to spank her, too. Charles delivers on Sophia's wished-for spanking and then grounds his stepdaughter. She and Chloe join forces at that point to make a plan that will get the D for both of them. They wait until Charles is taking a nap on the couch, then lift up the blanket he's sleeping under so they can start sucking and fondling Charles's dick. When Charles wakes up, he tells the girls that if they want to behave like nasty little sluts then he'll treat them that way!Once they've been told to peel off their clothes, Chloe and Sophia obey daddy and line up side by side on the couch so he can fuck them both doggy style. Then they roll over so Charles can bang Sophia while Chloe masturbates beside her sister. The girls take turns riding their dad, first in cowgirl and then reverse cowgirl. Then they finish Charles off with a dual blowjob that leaves them both happily licking the results of a BJ well sucked off their facees.

Two AM Pain Slut: Lindsay Cruz Submits to Cherry Torn

It's two in the morning. Cherry Torn is closing up her bar when a lost little lamb wanders into the wolves den. Lindsey Cruz has had a fight with her boyfriend, and Cherry is eager to help the poor girl forget all about him. Cherry easily seduces Lindsey, kissing her and touching her in the most intimate ways. Soon Lindsey's panties are down at her ankles and her ass is red from spanking and fondling. Cherry's finger-banging brings forth a gusher from Lindsey's pussy. From here on this lost little lamb is putty in Cherry's skilled hands. Lindsey is now bound, suspended upside down from the ceiling. Cherry's cruel streak emerges as she flogs Lindsey's vulnerable pussy. But this girl is a true pain slut. Her ass and her pussy both get flogged and spanked hard, and Lindsey is clearly in heaven. Cherry attaches clamps to Lindsey's perky nipples. They hurt, which only encourages Cherry to pull and yank on the chain. Cherry offers her pussy to distract Lindsey. Lindsey loves eating pussy. Cherry pulls the girl's head tight against her wet pussy, rubbing and riding Lindsey's face to orgasm. Cherry gets on her knees and spreads her butt cheeks in Lindsey's face, and she hungrily licks and eats Cherry's ass. Cherry lays Lindsey on the dirty barroom floor where her round tight ass can be flogged and prepped for entry. Clamps are applied to Lindsey's now swollen labia in preparation for the savage fucking that is to come. Cherry fucks Lindsey doggy style, while slapping her ass and pulling the chain of the clamps tight on her pussy. Cherry now has eyes on that cute ass she's been spanking all night. She plunges her cock deep into Lindsey's tight ass, first doggy style, then flipping Lindsey on her back. Cherry works her magic and this sad girl is sad no longer. Lindsey cums so hard she forgets the about the metal clamps pinched tight on her pussy lips, and the fight with her boyfriend, what's his face.

Dark Meat 11

Super-cute blonde Chloe Cherry wants to stretch her holes with big black cock, and studly Slim Poke fulfills her request. She licks and slobbers all over his thick chocolate dick in a bleary-eyed blowjob. He stuffs his massive dong into Chloe's tight, pink pussy and thrusts hard, delivering intense interracial satisfaction. Chloe masturbates her clit and squirts girl cum with his prick inside her! Slim switches holes and slams her tight ass, expanding her sphincter to the max. Hot anal reaming and a nasty, ass-to-mouth blowjob climax in a mouthful of cum for Chloe to slurp and swallow.

A Bootylicious Bet

Chloe Cherrys friends have all been wondering what her stepbrother is packing in his pants, so today she videos him getting out of the shower. Unfortunately, he is soft like they are in Aspen, and this gives Chloe the wrong impression. She does not think his dick gets any bigger, so they make a deal. If he sticks his cock in her butt and she squeals, she has to the video. He blindfolds her and sticks a dildo in her butt before replacing it with his rock hard johnson and taking her for an anal ride. He pounds her hard as she moans like a wild animal, losing the bet but winning the dick down of a lifetime! Looks like this wager has been settled.