Seeking sex advice from his best friend’s sister Chloe Cherry, who has a reputation of being extremely sexually experienced, suddenly discovers that she’s just a pretender–she doesn’t know anything about sex. To keep her facade secret, she decides to finally break the ice, and have her first sexual experience with a fellow virgin (Tyler Nixon).

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.

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 faces.

Chloe Cherry visits her boyfriend, Nathan Bronson, at the massage parlor where he works as a masseur. He’s surprised to see her and even more surprised by how flirty she is. When she starts begging him for a massage, he’s helpless to resist her charm. Well, since no one’s around and it’s a slow day at work, why not? Once they’re in the private room, Chloe strips down naked and climbs onto the massage table. Nathan gets hotter by the second as he rubs oil all over her sexy body. He sensually works her from head to toe, making sure that nothing is left untouched. Chloe becomes hot and bothered by his touch and wants more. It sure would be nice to have a quickie right about now, wouldn’t it? Although he tries to resist, it’s not long before he gives in. Who could ever resist such an erotic invitation from their gorgeous girlfriend? Chloe eagerly goes down on Nathan, getting his cock ready for her. Then she lays back against the massage table and spreads her legs wide, letting Nathan take over. Once he slides his dick into her pussy, Chloe gets exactly what she’s been wanting all along!

A beautiful masseuse, Chloe Cherry, is preparing for her next client when Mike Mancini strolls into the parlor. He’s there for a Swedish massage that he won through a radio station contest, which Chloe is delighted to give him. However, he’s been looking online and saw that the parlor offers something called a NURU massage that he’s MUCH more interested in — can she give him THAT instead? Chloe hesitates, explaining that the reason why NURU massages weren’t offered as prizes for the contest is because they’re sexual in nature. Since the radio station is family-friendly, they didn’t want to be affiliated with such a product. Yet, Mike is determined as he flashes a disarming smile. There’s no one else around, so what’s the harm in mixing things up? Taken in by his charm, Chloe slyly insists that she can give Mike the most sensual, classic ‘Swedish’ massage he’s ever had! She keeps her promise as she leads Mike into the shower. She runs her hands all over his body, getting him nice and hard for what’s to come. He teases her about not keeping the massage very family-friendly, but it’s all part of the ploy. Once it comes to the main event, there’s not a single complaint to be heard as Chloe slathers their naked bodies with oil and begins sliding. Mike is in heaven as Chloe presses her breasts against and rubs her pussy all over him. Finally, too aroused to resist any further, they get down and dirty as Chloe finally takes his cock into her pussy. As she energetically rides him, there’s no doubt this is the best contest award Mike ever could’ve gotten!

Chloe Cherry‘s 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.

Al is relaxing in the living room when Bud comes in acting all squirrely. He asks what’s wrong and Bud lets him know he has a girl coming over. Bud confesses that he met her at the bus stop because she was short on her fare and he helped her out before asking her out on a date. Al lets Bud know that the girl is homeless, but Bud doesn’t want to hear it. Chloe Cherry arrives and is weirded out that Bud keeps referring to her as his girlfriend, but she rolls with it. Eventually Al leaves and Bud is free to start making out with Chloe. She spies his wallet and grabs it to put in her bag before really getting into it. She leans into the kiss, then reaches over to feel that Bud’s got a really nice dick. Bud isn’t shy about pushing Chloe’s head down in a silent plea for a BJ, and Chloe is quick to deliver. Getting his cock sucked by Chloe is a true treat, but Bud knows better than to let her do all the work. Chloe lets go of his hardon reluctantly, but it lets him roll her onto her back so he can feast on her twat before diving deep. Chloe gets on her knees for the first round on Bud’s fuck stick as he spanks her until she squeals. Eventually she rolls onto her back, which lets Bud drive home while enjoying the way her small titties jiggle with every stroke. Climbing on top, Chloe lets Bud’s hands on her hips guide her movements as she rides him until he’s ready to blow. Dropping to her knees, Chloe enjoys a facial of jizz and then sucks the tip of Bud’s dick clean. As soon as she’s done, Chloe announces she needs to leave because she really is homeless, and the soup kitchen closes at five.

Not so innocent Chloe Cherry is not happy with her bad grade on the test and wants to meet her teacher Mr. Pressure. She saids she’s going to do whatever it takes to get a better grade. She ask Pressure what can she do as she show him her tits and nice ass with that sexy skirt. She tell him how she’s been dreaming to see his cock. To her surprise she takes his long cock out and is in total shocked. She gives him a good bj before getting her tight pussy stretched by it. He fucks Chloe hard from multiple positions and we se her great reaction as she takes every inch. She ends the day by taking his cum load in her mouth to get that grade up.

WhenGirlsPlay – Chloe Cherry, Ivy Jones, Mazzy Grace – Sorority Row