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CheatingSis.com Episodes - Season: 1
Ill Be Mommy - S1:E1

Ill Be Mommy - S1:E1

Molly Little takes advantage of her parents being gone to go exploring in their room. She sets up a camera to video tape herself as she tries on some of her stepmom's clothes and jewelry. When Molly goes through the drawer, she finds a dildo and then some jewelry. What Molly doesn't know as she continues to snoop is that her stepbrother, Parker Ambrose, is watching her. Still playing to the camera, Molly goes in the closet and retrieves some of her stepmom's lingerie to put on. Just as she slides the robe on, Molly is startled by Parker making a noise. Instead of being offended, Molly realizes that Parker wants her to role play mommy. When Parker doesn't deny it, Molly pushes him onto the bed and crawls on top of him. She begins their fuck fest by pulling her panties aside and crawling on top of Parker's face so he can eat her out. Moving back down Parker's body, Molly sucks him down nice and deep. Since she's already straddling his hips, it's easy to take his fuck stick all the way into her petite body. Hopping off the D, Molly gets on her knees so Parker can do her in doggy and then dick her down as they spoon together. When Parker is ready to nut, Molly begs him for all of it so she can take some close up video of her creampie to remember this moment.
9.1 911 22 Sep 9, 2023
Fucking The Delivery Guy - S1:E2

Fucking The Delivery Guy - S1:E2

Aria Valencia sets up a camera I the kitchen and then goes to tell her stepbrother to stay in his room until she tells him to come out. She offers to do his chores to make sure that he complies. Once Aria has assured her privacy, she skips to the kitchen where she bandages her foot and waits for a delivery with crutches at the ready. Aria is expecting a grocery delivery, and when it arrives, she crutches her way to the door where Joshua Lewis is waiting with her goods. She begs him to come inside and help her unpack, and after a moment's hesitation he agrees. It just takes accidentally-on-purpose dropping one of her items to get Joshua on his knees so he can see that Aria isn't wearing anything beneath her miniskirt. She shoves his face into her pussy to eat her out, bringing her plan to full fruition. Turning Aria around so that she's kneeling on a stool, Joshua slams into her from behind. She gets on her knees to suck him off and then urges him onto the island so she can ride the stiffie. They get freaky on a stool as Aria's moans grow in intensity. When Aria gets back on her knees and takes a mouthful of cum, she swallows it and then tells Joshua he can go now. Wandering back down the hallway naked, she tells her stepbrother that he's welcome to come out now.
8.72 441 22 Sep 23, 2023
Fucking My Boyfriends Dad - S1:E3

Fucking My Boyfriends Dad - S1:E3

Tiana Blow has a boyfriend, but what she really wants to do is fuck Clarke Kent, her boyfriend's dad. She tells her stepbrother about her plans and invites him to come watch. Even as she asks the question, Clarke arrives to help fix a loose bedframe. Tiana excuses herself long enough to turn a camera on, then climbs into bed to show Clarke the problem. It's clear from the get-go that Tiana isn't wearing any panties beneath her miniskirt. She takes every excuse to show Clarke her coochie, and although Clarke tries not to look, Tiana doesn't given up. Eventually she promises no one has to know, which is what Clarke needs to hear to give in to the urge to dive face first into that hairy fuck hole. After sucking Clarke's dick to her heart's content, Tiana straddles his hips and rides the D in cowgirl. That's when Tiana's stepbrother pops into view, watching them fuck. That just turns Tiana on even more as she gives it to Clarke in reverse cowgirl and then takes a doggy style pussy pounding. The little exhibitionist is so turned on that even after Clarke fucks her on her back and then nuts on her tits, she wants her stepbro to fuck her too.
8.46 551 22 Sep 27, 2023
Stepsis Wants To Be A Dirty Slut - S1:E4

Stepsis Wants To Be A Dirty Slut - S1:E4

Chanel Camryn and her stepbrother Tyler Cruise are doing chores together in the kitchen when she receives a text from her boyfriend. That instantly puts Chanel off her good mood because her boyfriend is just too stinking nice. Despite her complaints, Chanel acts the part of a bubbly girlfriend when her boyfriend actually calls her phone. Tyler watches, confused, as Chanel walks off. Later, Chanel is laying on Tyler's bed complaining again when she has an idea. Flashing her tits for Tyler, Chanel simultaneously calls her boyfriend up. Tyler is all about fucking his stepsis as she tries to hold the moan for her boyfriend. Breathy from her doggy style pussy pounding, Chanel suggests a threesome. Her boyfriend is down to fuck until Chanel says she wants two guys. When her boyfriend declines, Chanel claims she has to go. What her boyfriend doesn't know is that she she has to go be her stepbro's cum slut. There's nothing gentle about the way the stepsibs go at it once Chanel is off the phone. A wet and sloppy BJ goes to a rough stiffie ride, first in cowgirl and then in reverse cowgirl. Tyler keeps on slamming into his stepsis as Chanel gets on her back. When Tyler is ready to blow his load, Chanel turns around in the bed so that her head is beneath his balls. He lets go, nutting all over Chanel's face and body so she has the perfect getup for a selfie to send to her prudish boyfriend.
8.78 566 11 Oct 9, 2023
Stepbro And The Pool Guy Give Me Dp - S1:E5

Stepbro And The Pool Guy Give Me Dp - S1:E5

Maria Kaze and her stepbro Parker Ambrose are hanging out in the kitchen while the pool boy, Robby Echo, does his job outside. When Parker sees Maria staring at the window, he asks what she's looking at. She's blunt that she wants to fuck the pool boy, which gets them talking about how Maria was fucking Parker until he came inside her. Maria agrees to fuck Parker again if he brings the pool boy inside for her. When Robby joins the stepsiblings inside the house, Maria gets right to the point. She liked when she saw Robby checking her out last week, and now she wants to do him. In fact, she wants both guys inside her right now. With one of Maria's hands on each of their stiffies, the guys agree that they're both game. She gets to her knees right then and there to blow them both, stroking the salami her mouth isn't sucking. Moving to the bedroom, Parker eats Maria out while Robby kneels behind her head so she can suck his cock and balls. Getting to her knees, Maria takes a doggy pussy pounding from Robby while continuing to guzzle Parker down. Parker gets on his back so Maria can ride him in reverse cowgirl, while Robby penetrates her from above for some DP. Maria takes another double dicking down as she kneels with Robby fucking her from behind and Parker from below. On her knees one last time, Maria enjoys Parker's hardon bringing her off as she deep throats Robby. She rewards both men for playing nice as she gives them a double handie so they both cover her in cum.
8.92 607 33 Oct 26, 2023
Lets Gangbang My Stepsister - S1:E6

Lets Gangbang My Stepsister - S1:E6

Molly Little loves her some dick. She has asked her stepbrother, Parker Ambrose, to bring his friends Anthony Pierce and Rion King over for a foursome. The guys take a seat on the couch and discuss whether Molly is serious, but when she struts out in some hot lingerie and high heels, there's no doubt at all that she's going to make all of them very happy. Starting with Parker, Molly pops the cock out and begins sucking. While her mouth is occupied, Molly's hands stray to Anthony and Rion's hardons so she can begin stroking them off. Getting their pants off, Molly rises and leans forward so they can all watch the show as she rolls her thong down her legs. Then she seats herself on Parker's fuck stick so she can enjoy a stiffie ride as she continues to deliver dual handies to Anthony and Rion. It turns into a true gang bang as the guys strip their clothes off and put Molly to the test. Rion gets to pound between Molly's thighs as she strokes and sucks Parker and Anthony. Then it's Anthony's time to shine as he dicks Molly down in doggy while she continues to stay busy with her hands and mouth. Sitting the guys down side by side by side, Molly takes one last final cowgirl ride while stroking the others. Sated, she drops to her knees and urges her stepbrother and his friends to cover her in a shower of cum.
8.62 734 50 Nov 2, 2023
I Want My Stepbrother To Watch - S1:E7

I Want My Stepbrother To Watch - S1:E7

Katie Kush wants her stepbrother Nick Strokes to watch her fuck her boyfriend Joshua Lewis. She sets the scene by bargaining with Nick about chores, then corners him with her big question. Nick agrees to watch, so he hides in the closet while Katie goes to greet Joshua. It's not long before Katie is on her knees slurping Joshua down in a sloppy BJ as Nick strokes his meat behind the unwitting boyfriend. Every time Joshua closes his eyes, Katie reaches out to stroke Nick off too. Saying she has a special surprise for Joshua, Katie blindfolds him and gets him to lay down on the bed. She lifts her skirt and slides down onto his fuck stick in reverse cowgirl, which lets her also suck Nick off. Pushing Nick back into the closer, Katie pulls the blindfold from Joshua's eyes and urges him to come fuck her. Joshua pounds Katie's pussy as Nick comes up behind him and pushes her toes together for a foot job. As soon as Joshua has glutted Katie with a creampie, he runs off and Nick comes in for some sloppy seconds. Katie blows him nice and eagerly, then gets on her knees so her stepbro can do her in doggy. She's nice and slick but still tight enough that when Katie rolls onto her back Nick can't help but give her a second big fat load deep in juicy coochie.
9.19 567 18 Nov 17, 2023
The Right Tool For The Job - S1:E8

The Right Tool For The Job - S1:E8

Xxlayna Marie has called a repairman for her dryer. Quinton James is assigned to the job, so he arrives ready to work. What Quinton doesn't know is that Xxlayna is instantly attracted to him. She uses the excuse that it's laundry day and she needs to get that moving right now to strip naked for him. When Quinton notices that Xxlayna is nude, she tells him up front that her stepbrother is watching right now and that he's going to drop a load inside her after Quinton bangs her. In fact, she's fantasizing about pretending she's stuck in the dryer and Quinton going for it. He doesn't need to be asked again; when Xxlayna demonstrates by leaning forward, Quinton sticks it in and sinks balls deep into that tight fuck hole. Now that the seal is broken, the two come together with a voracious appetite. Quinton does Xxlayna against the wall and then puts her on the washer so he can eat her pussy. Getting to his feet, Quinton slides deep inside that velvet glove. He picks Xxlayna up next and flips her upside down for a standing 69. When he rights Xxlayna, it's to slam into her as he holds the spinner hottie up. Crouching, Xxlayna blows Quinton until he pops in her mouth and promises to come back again soon.
9.01 494 10 Dec 19, 2023
How To Stop Perving On Tits - S1:E9

How To Stop Perving On Tits - S1:E9

Hailey Rose knows that her stepbrother Nathan Bronson has been perving on his teacher's tits. She is ready to helping him to do something about it. Wearing a shirt that barely covers her big naturals, Hailey sets up a camera and then calls Nathan into her room for some eye contact training. She tells him that he needs to keep his eyes right on hers as she gets her nipples hard and then flashes him. It takes plenty of time, but Hailey eventually gives in and tells Nathan that it's okay if he's having issues with the eye contact training. When Nathan confesses that he wants to fuck the shit out of Hailey, she's ready for him. Tugging her miniskirt up, she shows Nathan that she's not wearing any panties. He rewards her ingenuity with a pussy feast. Of course Hailey can't wait to give a BJ in return, complete with titty fuck. Nathan is already on his back when Hailey straddles his hips and comes down on the D. Cowgirl lets Nathan enjoy those big ones jiggling on every stroke, and he even gets to grab and squeeze that ass. Hailey gets on her knees for doggy next, which lets her rock back to meet Nathan stroke for stroke. When she gets on her back and spreads her thighs, Nathan takes her nice and deep. Hailey's moans of delight spur him towards an orgasm of his own. Pulling out just in time, Nathan nuts all over Hailey's lovely chest.
8.55 660 17 Dec 25, 2023
Stepsister Fucked My Best Friend - S1:E10

Stepsister Fucked My Best Friend - S1:E10

Parker Ambrose and Ricky Spanish are playing chess as Ricky's stepsis Scarlett Alexis makes a snack in the kitchen. Scarlett flashes her goods at Parker, prompting him to join her in the kitchen. She tempts Parker into eating her out behind Ricky's back. When Scarlett pulls Parker's pants down to suck his cock, Ricky remains oblivious for a few hot minutes. Scarlett has just begun to fuck Parker in reverse cowgirl when Ricky notices. He claims that Parker can't do that to his stepsister, but Scarlett isn't about to stop. She offers to let him suck her tits if he wants to watch. When he eventually gives in to his desire to do that, Ricky confesses he wishes it was him fucking Scarlett. She can work with that. Turning around so Ricky can stick it in, Scarlett sucks her juices off Parker's hardon. Thy move to the couch, where Parker gets some doggy fuck while Scarlett deep throats Ricky. Moving to ride Ricky, Scarlett slurps down Parker's cock and balls. She falls onto her back, blowing and stroking Ricky as Parker bangs her. Sated, Scarlett engages in a double handjob until both her stepbro and his best friend cover her in their cum shot.
9.16 575 12 Jan 4, 2024
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