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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!

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.

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.

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.

Hookup Hotshot: Something Casual

Super cute blonde Chloe Cherry can't help touching her pussy while she chats with director/stud Bryan Gozzling. She gasps as Bryan wraps his fingers around her neck and then spreads her ass cheeks to expose her tight sphincter. Chloe chokes on his cock in a deepthroat blowjob, collecting her viscous gag spit in a bowl! Bryan slam-fucks her butthole, making Chloe spasm in orgasmic delight. She loves the way stiff meat feels filling her ass! Sexy anal fucking, expansive rectal gaping and a sloppy, ass-to-mouth blowjob culminate in a messy cum facial for Chloe to savor.

Car Wash Special

Chloe Cherry and Jill Kassidy, two friends that work together at a local car wash, are devastated to learn that the company has closed down. Now they're both without jobs! They have a senior trip coming up soon and won't have the money to go! Fortunately, it doesn't take them long to realize that they're old enough to start their OWN car wash business.The girls excitedly start their business by going door-to-door, giving out flyers and offering to clean cars for 50% off their regular asking price. Things don't go quite as smoothly as they expected, though, as they get turned down by one car owner after the next, leaving them feeling discouraged.Finally, they find a car owner that allows them to wash his fancy red car. They do so with glee, basking in the sunshine as they rub the car all over, every movement sensual. Each time they lean over the car or stoop down to get more water, their sexy forms are shown off. There are many classic 'wet t-shirt' moments as the girls soak each other with the hose, enjoying every moment of their new job. When they're done, they're rewarded with enough funds to go on their senior trip!Exhilarated from their success, they return to one of their homes to get dried off. They're so giddy and filled with such energy that they hardly know what to do with themselves, congratulating each other on a job well done. Of course, the tension and excitement leads to an enthusiastic kiss between the friends, which then leads to even more fun. They eagerly play with each other's perky breasts, eat out each other's sweet pussies, and trib to their heart's content. Maybe they'll just have to stay in business with each other if this is one of the perks!Story inspired by an original submission by Girlsway member, BlackDow!

Showcase: Kendra Spade

Kendra Spade is all dressed up and ready to hit the town with her girlfriend for her 21st birthday. However, she's crushed when her girlfriend texts that she forgot about the special ocassion. As if that's not insulting enough, her girlfriend even asks for a raincheck!As Kendra mopes, she's gets a visit from her best friend, Chloe Cherry, who gives her a birthday cake. Although she promises to keep the visit brief, Kendra tells her there's no need since her girlfriend bailed on her. She was hoping for a nice night out, complete with birthday sex, but it looks like that's not going to happen...Chloe is sympathetic, hating that her friend is so down. Looking for a way to cheer her up, Chloe insists that it all can still totally happen -- SHE'D be happy to have birthday sex! Kendra deserves to be spoiled on her birthday.At first, Kendra is surprised by the offer, although she soon becomes intrigued as they share a sweet kiss that quickly turns into more. If Kendra can't be with her forgetful girlfriend, she as well make the most of it with her loving best friend instead!They enthusiastically move on from kissing each other's lips to kissing each other's perky breasts instead. They then eagerly taste each other's pussies, burying their tongues in deep as they ride each other's faces. By the time they trib each other to climax, Kendra's already decided that this is the best birthday ever!Story inspired by an original submission by our very own Girlsway model, Kendra Spade!

Luna Star's 'A' Student

Blonde cutie Chloe Cherry is making bad grades so she has to prove herself to teacher Luna Star by getting her ass fucked, stuffed and stretched. First assignment is to wear a jewel topped butt plug in her ass in order to get it ready for their study session. Luna inspects Chloe's ass and pushes the plug in and out of her tight hole and lets Chloe taste it. This gets Ms. Star excited so she sticks her curvy ass in Chloe's face and makes her lick her asshole round and round in and out while she vibes her clit with the Hitachi and grinds around on Chloe until she cums.Luna and her strap on give Chloe a deep and thorough throat fuck to get her cock all wet and ready for the fuckin' thats about to ensue. Now Chloe on her back with legs spread wide open Ms. Star fucks Chloe's ass with gusto. Her big tits are framed in a black strappy bra that matches her leather strap on and her high heels give her leverage to pound Chloe hard and fast. Flipped over on all fours Chloe gets it in the butt with that thick dick until her little hole gapes. They rotate around into all kinds of crazy upside down positions so Luna can hammer Chloe's ass in the best possible way. Then Chloe climbs on top of Ms Star's cock and slides it in her slutty hole reverse cowgirl and with the aid of the magical vibratorChloe takes a great ride to fuck town until she cums hard. Chloe is on her way to being student of the month if she can handle all the toys Luna wants to play with. First the see thru cylinder fills Chloe's ass and stretches her real good, then she stuffs a rainbow colored tapered butt plug that looks like a unicorn horn in Ms. Cherry's butt and fucks her until she cums. Finally the impossibly long slink is pushed deep inside Chloe's butthole and she takes it like a champ. Now its Lunas turn to get fucked so in doggie position Chloe fucks her ass with a long stainless steel rod while Luna uses the Hitachi until she orgasms. Ms. Star wants the slink so Chloe slowly but surely rotates it in her sexy ass and jiggles it all around driving Luna crazy til she cums hard. Chloe has learned so much today and turned her F into an A by fucking Luna's A.

Lights Out

Donny gets called to fix a lamp in Chloe's room. Startled when she finds him above her, trying to let her know it's done, she hits him with her purse, knocking him out cold. That's when she notices this pervert had his dick out while watching her! Feeling bad about hitting him and never one to waste a big black cock, she starts sucking him back to consciousness! All debts are settled when he uses this little blonde like a fuck toy and busts a nut in her pussy.

Scandalous Anal College Admission For Bratty Step-Daughter

Rob Piper is just trying to be a good father, math professor, and track coach. But theteen college sluts surrounding him would rather suck dick than do their homework. At home he has to manage his hot teenage nightmare of a step-daughter Chloe Cherry, and at work he has posh, cocky college admissions brat Michele James. Michele's father has paid her way into a fake sports scholarship in Rob Piper's department, so she thinks she can just throw 20-grand on Rob's lap and give him a 10-minute blowjob to avoid training. He is here to show Michele that regardless of how rich and untalented she is, she is still going to work for her education. Michele is thrown on her knees and made to squat. In this position she really works her thighs, and takes Rob's huge cock in her throat, as he coaches her through some major-league dick sucking. Her milky, rich-girl ass is flogged and spanked a deep red, then her tight, posh pussy gets stretched out on her coach's thick cock. Screaming with pleasure and pain, she rides him with her big tits bouncing. But the real torment begins when Michele's put in a leather straight jacket and made to do squats on his giant dick. Sweating from orgasms and exertion, she begs to get off, but Rob demands one more orgasm, followed by a two-mile jog. But unbeknownst to him, his teen step-daughter has been watching him get this payout, and she demands she get an athletic scholarship or she'll tell her Mommy that he's fucking around. Tired of little sluts giving the commands, Rob throws her into a pile driver and paddles her bratty ass until she begs for his big cock in her asshole and pussy. Caned and fucked hard, she cums like a horny little cunt. Michele returns from her jog and is immediately put on cunt-licking duty, made to eat up all the cum from Chloe's pussy. Both girls are flogged and wrestle for his cock, trying to one-up each other in a race for the track scholarship. In the end it comes down a competitive threesome with tight rope shibari, each girl taking it deep, and keeping Rob entertained with her sexual submission until one of them is chosen, and gets a hot load on her ass for good measure!

Chloe Cherry Finds Out What An Open Family Is All About

Chloe Cherry waits at her boyfriend house for him to get home from the dentist. Nobody is home except her boyfriend's dad, Ryan. Cherry wants to shower and be cleaned up in time to go out with her boyfriend once he gets home. Ryan walks in on her in the shower, explains that they have an 'open family' where everything is shared. Chloe is all in and takes her boyfriend's dad for a ride.

How I Survived A Crime Lord - S13:E9

Chloe Cherry has had her dream trip to Mexico turn into a nightmare. She got drunk and got lost, but she met someone who offered her some cash to go pick something up for him from his buddy's house. Chloe was in a bind, so she went ahead to Bambino's place. She was already involved in drug smuggling and had drugs on her from a rival gang, so when Bambino found out her secret she did what she had to do to keep herself safe and get back home. Her only currency is sex, so she put herself on offer.Fortunately for Chloe, Bambino wanted what she had to give. She was soon on her knees sucking his thick stiffie Bambino isn't about to accept a BJ as his only recompense, so Chloe got to her feet and leaned over the counter where Bambino had been working. Lifting one leg high, she opened herself up so he could slam into her from behind and give her the rough ride she deserved.When Chloe hopped onto the counter, Bambino continued to pound away at her tight little twat. She kept her legs spread to give him full access to her juicy snatch, then turned onto her side to tighten herself up and drive him right to the edge. As soon as Bambino has covered her in his cumshot, Chloe flew into action. She grabbed his keys and stole his car, driving it all the way to the border so she could get back to her home and freedom.