Chloe Cherry – Butthole Whores 7

Young blonde skater chick Chloe Cherry invites older boyfriend Ike Diezel into her house while her parents are away. Ike wastes no time seducing the all-natural minx; he pushes her lollipop into her pussy and asshole. Chloe sucks the sucker ass-to-mouth! She services his stiff dick with a messy, sloppy, deepthroat blowjob. Ike fucks her mouth and then rams his pole up her tight little butthole. Anal reaming makes Chloe's booty gape and emit nasty farts! As Chloe licks her lolly, Ike sprays her with a cum facial.
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Chloe Cherry – Nerds Rule!_ The Finger Bang Theory

Leona (Chloe Cherry) emerges into the living room and greets her roommate Shelby (Kendra Spade) with a good morning. Shelby says matter-of-factly that she'd hardly quantify this morning as good - they've just gotten up, nothing eventful has happened good OR bad, so it seems like a perfectly average morning to her. Why doesn't she just say 'average morning' instead? Or, more efficiently, just 'morning'. Or for that matter, if there's nothing eventful to remark upon, why say anything at all? Humans have a remarkable capacity for talking too much. Leona rolls her eyes and replies sarcastically that she's right, 'SOME of us DO talk too much!'. A knock on the door interrupts their bickering, and Shelby remarks curiously that should they be expecting someone this early? Leona tells her as she walks to the door that she invited Holly (Aspen Romanoff) over to talk about their upcoming trip to the comic convention out of town. Their nerdy friend Holly is at the doorstep holding a bag in her hand, and she greets Leona warmly. She leans in for a kiss on the lips but Leona flinches back and holds out her hand for a handshake instead. Holly rolls her eyes and shakes the girl's hand, annoyed to being given the cold shoulder. Holly and Leona sit down and Holly excitedly says she got the tickets for the convention! Full weekend passes, plus a fast track pass for the autograph booths. Holly says to Leona with a seductive look that she even got them a queen-sized bed together at the hotel. Shelby looks up with mild curiosity, oh, the two of them are sharing a bed? Leona gets flustered and says just in a friendly, platonic way of course, just to save money. They begin to discuss the costumes they have planned to wear at the convention. Holly says that she has her costume right here, patting the bag. She then gets up and excitedly hurries off to get dressed and show off. When Holly returns, she strikes a pose - she's wearing a costume from Fantasy Factory: Wastelands that's VERY revealing! Leona's jaw drops and she rubs her glasses with her sleeve in disbelief. She goes up close to where Holly is standing behind the couch and inspects the costume up close. She pretends that she's admiring the details of the costume, but she's clearly admiring Holly's curves. Holly gets more handsy, and Leona tries to quietly suggest not to do it here in front of Shelby, but Holly convinces her to relax, Shelby is in her own little world. Leona looks nervous and afraid to get caught but can't resist her lover's touch. The two decide they're too horny for foreplay any longer. Holly asks Leona if she can come to the other room with her to help her get the costume off, under the pretense of it having a bunch of zippers and stuff in the back that are hard to reach. Leona agrees and tells Shelby she's going to the other room, Shelby doesn't seem to care much. When they get to the bedroom, it's a flurry of hands and mouths as the two of them engage in foreplay and sex, eventually taking off both the costume and Leona's clothes for full skin-on-skin action. Leona is still worried about getting caught, but Holly is more lax about it, surprised that Leona still hasn't told Shelby about them - 'You know how Shelby gets,' Leona replies. After a passionate round of sex, the door suddenly flies open and Shelby bursts in the room, showing off her costume. Leona is startled and flustered while Holly is more casual about it, but they lie that the reason they're both naked is because Leona tried on her costume too, and Shelby just caught them both changing out of their costumes at the same time. Shelby says that she's not STUPID - to quote Occam's Razor, the simplest solution is often the right one. The only other reason they'd both be naked together is if they were having sex, so they're having sex. Holly says that if Shelby knows they're having sex, she should give them some privacy. Shelby says she could, if they WANT to be amateurs. She is a highly qualified sex expert that has done a lot of research in several languages and countries. Holly snorts, if Shelby thinks she's such a know-it-all, then why doesn't she join them? 'You know what, I think I will,' Shelby says while starting to undress. Leona is flabbergasted that she's going to be learning hot sex tips from SHELBY, of all people! Calm and confident, Shelby leads the charge into the threesome, teaching the two amateurs how to REALLY have wild lesbian sex. Leona and Holly have the time of their lives under Shelby's guidance, learning how to eat pussy and trib like pros. Maybe having a know-it-all for a roommate isn't so bad after all!
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Chloe Cherry – See You Tonight – S30_E26

Chloe Cherry and her boyfriend Kyle Mason haven't seen each other in a few days, but their texts make it clear that the drought is about to end. As Chloe chats with Kyle, she can't hold back the memories of their time together. Kyle is clearly just as eager as she is because he agrees to skip dinner and go right to dessert. When he finally arrives, Chloe is ready and waiting to pull him inside by his shirt and have her way with him!The couple relocates to the bedroom, where Chloe hops into Kyle's arms. Holding his girlfriend up gives Kyle the perfect opportunity to shape her ass with his hands as his mouth stays busy peppering kisses on her face and neck. When Chloe slides down, it just gives Kyle the opportunity to unveil her breasts so he can palm and lick those twin treats.Sinking down until she's crouched beside the bed, Chloe pulls Kyle's fuck stick out of his jeans and starts sucking. Her hot lips slide over the head as she swallows her boyfriend's dick. As she delivers her blowjob, she stares up the line of Kyle's body to give him a look that is an unmistakable invitation to bend her over the bed and fuck her.Kyle is no dummy, so that's exactly what he does. Arranging Chloe just as he wants her, he flips her miniskirt up and slides her panties down. He buries his face between her ass cheeks to feast on that cream filled fuck hole. Finding her dripping with desire, Kyle gets back to his feet and shoves it in. Chloe's musk perfumes the air as Kyle pounds her pussy doggy style.Rolling onto her back, Chloe slides her hands beneath her head to prop herself up. The new position lets her watch as Kyle's hardon disappears inside her soft flesh. The sight of being banged by her lover is more than Chloe can handle as she finds herself in the grip of a big climax.Unwilling to stop quite yet, Chloe waits as Kyle comes to spoon behind her. She hooks her knee over his hip, drawing him close as he once again starts pistoning in and out of her push pussy. Once he has brought his lush girlfriend off one last time, Kyle pulls out and moves up Chloe's body so she can jerk him off until he gives her a facial that hits her mouth and leaves her smiling with satisfaction.
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Chloe Cherry – Not Too Young For Anal

Cute, young Chloe Cherry loves to bury big black cock deep in her tight asshole. The spunky butt slut strips out of slinky lingerie, playfully smirking at the camera as she teases. Horny and hungry for cock, Chloe greets Prince Yahshua with an intense blowjob, slobbering profusely over his thick prick. Harsh pussy fucking leads to rowdy anal reaming. Sweet Chloe groans in lust as Prince fucks her bunghole. Wild, interracial manhandling comes with sloppy, ass-to-mouth, climaxing as Prince sprays Chloe's kisser with a hot cum facial.
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Chloe Cherry – Making Mom Pay

Chloe Cherry and her step-mother, Cory Chase, return home from a will reading. Cory says she can't believe that Chloe inherited EVERYTHING from the death of Chloe's father. How is Cory supposed to continue on? Chloe is appalled by her step-mother's unsympathetic words, demanding that she be more respectful! Her father's GONE. She would trade all the possessions in the world to have him back! Cory smiles sweetly and says that if Chloe doesn't care about any of the stuff, then maybe she wouldn't mind letting Cory have some of it...? This is too much for Chloe, who demands that Cory pack her bags and go. 'I KNEW it! You never loved my dad! He must've known that you were a gold-digger, too, since he left NOTHING to you.' Cory gasps and tries to fake being shocked, but isn't very good at it. 'That's not true! I loved your father very dearly!'The tension between Chloe and Cory intensifies with Chloe mentioning other times Cory has been vain and self-centered in the past. For instance, Cory never made an effort to get to know Chloe in the past couple of years and that she's literally the worst step-mother. Cory insists that THAT'S not true either. 'Oh, yeah? What's my hamster's name?' Chloe challenges. Cory frowns and thinks a moment, then hesitantly says, 'Fluffy...?' Chloe points accusingly at her. 'Ah HA! That's a trick question -- I don't HAVE a hamster!'Cory's eyes are wide, knowing that the gig is up, and she starts begging to be allowed to stay in the house -- at least until she can get back on her feet! She has nowhere else to go! Chloe calms down a fraction, and asks why can't Cory move in with her friend, Laura, who she's ALWAYS talking about? Cory makes up some excuse, like Laura is actually very high maintenance and she can only take her in small doses. The irony is not lost on Chloe, who raises her brow.Finally, after Cory begs some more, Chloe sighs. She says that Cory can stay as long as she changes her ways, which means doing EXACTLY as Chloe says so that she can learn to do other things besides being a trophy wife. Cory is excited and relieved, promising that she will do anything and everything!A montage shows the progression of time and how the dynamics shift between the women. The overall tone is that Cory is still being bratty to start and Chloe has to become more bossy to her, but Chloe gradually starts to like the power and seeing her step-mom become more and more subservient turns her on.Then the demands/requests shift from doing regular chores to completing other tasks meant to put Cory 'in her place' more, even sexualize her. For example, Cory giving Chloe a foot massage, with Cory being a bit hesitant, although Chloe looks quite pleased with herself. In fact, this is when Chloe starts to sexualize her mother since she likes the look of her mother submitting to her.Finally, everything comes to a tipping point when the daughter asks her mother to vacuum completely naked. Chloe does so while being casual, although it's clear she's curious about seeing more of her mother's skin. She bites her bottom lip while subtly giving Cory a lookover. Cory is offended, snapping that she absolutely will NOT! She put up with all her requests but this is the last straw! Chloe teasingly says, 'Remember, you said you'd do ANYTHING to stay here!' Cory rolls her eyes, asking Chloe if she's a lesbian while reluctantly undressing in front of her. Chloe shrugs, saying that it doesn't matter if she is or not, SHE'S the one with her dad's bank accounts! Maybe SHE can be Cory's new sugar daddy! Although this is said in jest, something seems to click for Chloe.Chloe is curious now, tracing her finger along her bottom lip. Finally, she tells Cory to kiss her! Cory insists that Chloe is really taking this all too far! Chloe shrugs again and tells Cory that she's free to go whenever she wants... Since she's 18 now, she legally doesn't NEED a guardian, so there's no reason to keep her step-mother around unless she proves herself to be useful to Chloe... Cory is conflicted but in desperation, she gives in and sits on the couch with Chloe. Chloe grins and doesn't make a move, letting Cory be the one to kiss her, which Cory reluctantly does after a few moments. Chloe, right as her mom's lips are almost pressed against hers, teases that she better make it good, so Cory holds the kiss, turning it into a makeout session.When they part, Cory clears her throat and asks if that's all. Chloe pushes things further by casually mentioning that Cory has to be feeling some sexual frustration by now... Chloe can feel the desperation in the way she kisses! She's barely left the house since Dad died. 'Yeah, only because of YOU keeping me busy all the time...' Cory mutters. Chloe's expression hardens for a moment, which makes Cory nervous, though Chloe smiles and relaxes. 'You're right, so now it's time for me to help relieve your frustrations... You've been a VERY GOOD girl...' Chloe says while running her hand along Cory's leg and toward her panties. Cory is reluctant at first, but she's horny from being cooped up and soon gives in.Chloe takes the lead, making Cory suck on her perky breasts and eat her pussy out, but this is just the beginning. Cory's willing to do ANYTHING to avoid getting the boot!Story inspired by an original submission by Girlsway member, Jerichoholic!
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Chloe Cherry – No Experience, No Problem!

A cheerful Chloe Cherry shows Kendra Spade, a new coworker, to her new workspace, which is simple and in front of a big window with a view. Chloe enthusiastically tells her where everything is, insisting that she's working nearby and is there if Kendra needs her. Kendra is grateful for her friendliness, thanking her for the help since she just graduated college and is new to the whole working thing. She's super excited to be there and is eager for Chloe to teach her all kinds of new things, and--Chloe suddenly swoops in, planting a big kiss on her lips!Kendra pulls back, shocked as Chloe continues on with gliding her hand slowly down her arm. Kendra's totally not gay! She doesn't mean to offend Chloe or anything, but she doesn't swing that way. Her words seem to fall on deaf ears since Chloe merrily continues feeling her up without a care in the world. Chloe is clearly enchanted by Kendra's beauty, running her hands over Kendra's breasts and legs, oblivious to Kendra's discomfort.Kendra doesn't know what to do as Chloe starts talking about using sex to get raises and better positions within the company... Is this the way the world really works outside of college? She's conflicted about Chloe's forward mannerisms, especially since she seemed so nice and helpful just moments before! When Chloe pulls off Kendra's shirt and starts groping her breasts, Kendra tries once again to resist her bold moves. Chloe isn't deterred, saying that this is just the way things work in offices. Kendra is lucky that she's there with Chloe -- she's going to make sure Kendra has fun!Too innocent for her own good and too new in the workforce, Kendra reluctantly agrees to have sex with Chloe, hoping that she won't get in trouble with management. Her fears and worries eventually fade away as she gives into all these new and exciting sensations as Chloe plays with her perky breasts and eats out her pussy, keeping her promise of making sure Kendra enjoys herself. Looks like Kendra's first day on the job will teach her much more than just how to answer the phones!
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Chloe Cherry – Leaving Nothing to Chance

Two teenage friends, Chloe Cherry and Jane Wilde, are excitedly playing spin-the-bottle, but it's only with the two of them. Chloe asks Jane why they're playing it, looking uncertain. Jane insists that it's because they're going to a party that night and this is what they like to play.Chloe then asks if this is REALLY what the whole night will be spent doing -- kissing other people. Jane laughs and says that's the point of the game! Chloe is hesitant, admitting that Jane's the only person she's ever kissed before. Jane tells Chloe to relax and enjoy their college experience. They're going to have a great night kissing a bunch of pretty girls!They continue playing the game but Chloe eventually admits that she's really not sure how to feel about Jane kissing other girls. Jane tells Chloe that she has to accept that she's kissed and had sex with other people.Jane then asks Chloe what she likes about kissing and having sex with HER? Chloe insists that she likes that Jane is soft, pretty, nice to her... and REALLY knows how to turn her on! Jane then asks Chloe if she thinks Jane's the only person in the world that can make her feel that way. Chloe admits that it FEELS like it. Jane asks if she wants Chloe to help her feel more comfortable about the thought of them both kissing and touching other girls, and Chloe says yes. Jane then instructs Chloe to close her eyes. She does so and Jane kisses her, then asks if Chloe knew it was her. Chloe says yeah and that it felt good while Jane points out that it could've been ANYONE...Gradually, the kisses give way to more fooling around. Jane insists that Chloe keeps her eyes close while caressing her, sucking on her breasts, and licking her pussy. This leads to them enthusiastically fingering and eating each other out before tribbing their way to cloud nine. Now Chloe has all the confidence she needs to let loose during the party!
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Chloe Cherry – Squirting Lap Dance

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.'
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Chloe Cherry – Pure Desire – S29_E28

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.
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Chloe Cherry – Double Duty Booty

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.
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Chloe Cherry – Sloppy Anal Sluts

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.
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Chloe Cherry – We’re Just Friends!

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.
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