CHRISTMAS SALE 🎄 GET 60% OFF
site logo
Trending Videos
site logo
CheatingSis.com Episodes - Season: 2
Its Not Cheating If - S2:E1

Its Not Cheating If - S2:E1

Madison Wilde sets up a video camera and shows herself off in front of it. She's waiting for her stepbrother, Jimmy Michaels, to join her so she can see what kind of trouble they can get into. She asks Jimmy if he likes her outfit and he casually says that he'd hit it. Madison points out that it's not cheating if he wears a condom. Although Jimmy wavers, he eventually runs for a condom. Taking a seat, Jimmy lets Madison have her way with his hardon. She begins with a handjob that turns into licking and sucking the shaft. Once she has had her fill of deep throating Jimmy's fuck stick, Madison rolls the condom onto her stepbro's cock so she can ride him like a cowgirl. Once they've come together, Madison gets Jimmy to remove the condom all together. She wants him to raw dog her and he can hardly wait to slam home in doggy. Madison gets on her back so Jimmy can bring her off one last time, and then she strokes one out all over her face and open mouth.
9.2 758 18 Jan 15, 2024
Shes Trying To Be A Home Wrecker - S2:E2

Shes Trying To Be A Home Wrecker - S2:E2

Madi Collins wants to fuck her Rion King's dad so he won't marry Madi's mom, but she can't find him. She lets herself into Rion's house to search high and low. When Rion questions her, Madi explains her plan. Rion tells her his dad is out of town. After taking a moment to reassess the situation, Madi peels her clothes off down to her underwear and goes for Rion instead. She guzzles the D, bobbing her head up and down in a deep throat blowjob. When Rion is clearly willing to go further, Madi climbs onto his dick for a cowgirl stiffie ride in her trimmed twat. Turning around, Madi twerks as she gives it to Rion in reverse cowgirl. She gets on her knees for a doggy style pussy pounding, then rolls onto her back so Rion can finish her off. Rion pulls out to blow his load on Madi's stomach. Once she's done licking the treat from her fingertips, she pulls out a cell phone and snaps a selfie to send to her mom.
8.93 540 11 Feb 12, 2024
I Want To Watch You Fuck My Stepbrother - S2:E3

I Want To Watch You Fuck My Stepbrother - S2:E3

Lulu Chu and Whitney Oc are hanging out together at the kitchen table. Lulu's stepbrother, Parker Ambrose, begins creeping on them just as Lulu begins complimenting Whitney. The girls each eventually confess to their lesbian tendencies, which makes Parker's mouth drop. He scurries off just as the Lulu tells Whitney that she daydreams about having Whitney seduce and fuck her stepbrother while Lulu tells her what to do. The girls corner Parker in his bedroom, and without preamble Lulu begins helping Whitney peel her shirt off. With Lulu telling her what to do and Parker letting it happen with absolute glee, Whitney pops Parker's dick out and begins stroking and sucking it. Lulu helps Whitney out of her thong and has her friend ease onto her back before she tells Parker to shove himself in. Whitney takes her pussy pounding in a variety of positions, first on her back and then on her side. When she's on her belly getting fucked in doggy, Whitney gets instructed to eat her friend's pussy at the same time. Then Lulu has Parker lay on his back while she rides her stepbro's tongue and Whitney rides his stiffie in cowgirl. Sliding down Parker's body, Lulu goes for it in reverse cowgirl as Whitney caresses her petite body. Lulu gets on her back so she can feast on Whiteny's twat as Parker bangs her until he has no choice but to pull out and pop on her stomach in the perfect ending.
8.91 510 15 Mar 17, 2024
The Cookie Girl - S2:E4

The Cookie Girl - S2:E4

Myra Moans is trying to make a vid for her social media to talk about her favorite makeup products. Her stepbrother, Jimmy Michaels, keeps getting in the video frame. Myra brings Britt Blair on to talk about the cookies she's selling. When Jimmy once again gets in the way, Britt admits she'd like to fuck Jimmy. Myra agrees if she can watch. Cornering Jimmy in the bedroom, Britt cuddles nice and close to Jimmy, making it clear that she wants him. Jimmy is game, especially when Myra sits there watching and masturbating. Soon enough Jimmy is tongue deep in Britt's pussy while Myra diddles herself. When Jimmy gives Britt a big O, the girls decide it's time to work together. Myra and Britt deliver a hot blowjob together before Britt gets the chance to ride Jimmy's hardon. Myra climbs aboard the fuckstick express for reverse cowgirl. Then she falls onto her back so Britt can take a doggy style pussy pounding while eating her new friend out. Myra scoots forward to take one last dicking down from Jimmy before he pulls out. Britt is ready with some of her cookies. She aims Jimmy's cum shot at the desserts, creating a sweet and salty treat for her and Myra to share.
8.77 426 10 Apr 19, 2024
Do You Want To Watch Me Get Naughty - S2:E5

Do You Want To Watch Me Get Naughty - S2:E5

Lana Smalls is really missing her stepbrother now that he's off at college. They keep their sexual relationship hot with video calls even from a distance. Today, Lana tries on bikinis for him to encourage him to jerk off with her. Things are just getting spicy when Lana's stepdad, Ken Feels, wanders in. He quickly realizes he shouldn't be there but Lana sees an opportunity. She maneuvers him into bed and coaxes a yes out of him as her lips wrap around his dick. Facing the camera at every opportunity, Lana rides her stepdaddy in reverse cowgirl and then on her knees. She leans forward over the bed so Ken can do her from behind and then lays on her back as he pounds her pussy until he has to pull out to cum on her. As Ken leaves the room, Lana turns back to her stepbrother and comments she should fuck on camera more often.
9.28 365 10 May 13, 2024
Stepsisters Facial Challenge - S2:E6

Stepsisters Facial Challenge - S2:E6

Demi Hawks has a livestream channel and today she's featuring her friend Brianna Arson. They want to do a challenge together, but they can't figure out what to do. Eventually, they settle on the facial challenge. Brianna lays down while Demi prepares to spray her with whipped cream. Now that Brianna is nice and messy, Demi begins licking her to clean it off. That's what Demi's stepbrother Parker Ambrose comes in and asks what they're doing. The girls mock Parker live on stream, chanting that he's scared of tits. The girls offer to let Parker touch their boobies and eventually he gives in. Knowing they can do the facial challenge for real now, Demi and Brianna pull out Parker's dick and deliver a blowjob together. Getting to their feet, they peel off their shorts to make it clear Parker is going all the way. Then Demi rides Parker in reverse cowgirl while eating out Brianna's cooch. The girls trade out with Brianna going for it in cowgirl while lapping Demi clean. The girls each get one more turn with the D, with Demi taking it from behind as she leans over the counter and Brianna enjoying herself on her back with Demi riding her tongue. Then Parker gives them the facial they need, leaving them cum covered, swapping spit, and swallowing the load of jizz they've earned.
8.96 358 7 Aug 14, 2024
Fuck Me One More Time - S2:E7

Fuck Me One More Time - S2:E7

Dylan Moore is trying on her graduation outfit while she cams with her stepbrother. She shows him that she's only wearing a bra and thong underneath the gown and suggests he come fuck her one last time before he goes to college. Later, Dylan turns the cam back on as her stepbrother comes in to make good on his promise. They make out as Dylan puts Parker's big hands right where she wants them. Eventually she goes for the D, pulling Parker's jeans down so she can stroke him. From there it's only a hot minute before Dylan is on her belly deep throating her stepbrother's fuck stick. When Dylan gets on her back, Parker shoves in balls deep. Then he lets his lusty stepsister bounce away in cowgirl and reverse cowgirl as he supports her with his hands. After Dylan enjoys a doggy style pussy pounding, she opens wide for a mouthful of cum when Parker pops for her.
9.28 326 5 Aug 31, 2024
We Want The Cock Stepbro - S2:E8

We Want The Cock Stepbro - S2:E8

Cecelia Taylore, Lana Smalls, and Megan Marx are having a sleepover. Pranks turn into a pillow fight. Soon the girls are taking turns twerking as they get whapped. Then they gossip about Lana's stepbrother Parker Ambrose and how he fucked Lana's mom. They get Parker into the room by asking him for some food since they're going to be playing spin the bottle. Then they set up a camera so they can seduce him together on film. When Parker returns with the food, they tell him they need just one more thing and that's his cock. Next thing Parker knows, he's on his back with three hot girls sucking him off. Lana gets the first go on the D, riding in reverse cowgirl. She and Ceclia make out as Megan takes a doggy style pussy pounding on her knees. Then Lana lays down so Megan can eat her out as she gets fucked and Cecelia can ride Lana's tongue. Cecelia takes the final go with Parker's dick, spreading her thighs as her girlfriends urge the stepsiblings on. Sated, the trio gets back to their blowjob until Parker nuts in their open mouths for dessert.
9.11 421 11 Sep 29, 2024
Bestie Head - S2:E9

Bestie Head - S2:E9

Myra Moans has a sexy new outfit that she can't wait to show her long distance boyfriend. Between the sexy little top and the miniskirt, it's clear she's not wearing any underwear. She's having a good time, but her stepbrother Nick Strokes walks in and is obviously sad. Still connected on the video call, Myra goes to see why Nick is so blue. Nick confesses that he's been having an awful day. Myra suggests some bestie head to cheer him up. It doesn't matter that they're stepsiblings; Myra will never date Nick but she wants to make him feel better. Myra seals the deal by showing Nick her boobs and then having him lay down so she can deliver one hell of a BJ. Nick is no fool; he knows he's on video call as he lets Myra ride him in reverse cowgirl and then in cowgirl. He pulls out long enough for Myra to get on her knees, then slams back home in doggy. Even as Myra gets on her back so she can have Nick finish her off, she is still making eyes at her boyfriend on the phone. Once Nick has blown his load, Myra asks her boyfriend if he enjoyed watching.
9.26 372 10 Oct 25, 2024
Stepsis Sucks Off Stepbro - S2:E10

Stepsis Sucks Off Stepbro - S2:E10

Stepsiblings Demi Hawks and Parker Ambrose have a list of instructions to follow while their parents are away. Demi immediately begins breaking the rules, ordering pizza and walking around naked. She asks Parker to fix her shower, but when he declines Demi calls someone else and delivers a blowjob in thanks. When she’s done sucking off her step-uncle, Demi comes to Parker’s room. She offers to fuck him, too. When Demi crawls into Parker’s bed and robs his crotch, she finds him nice and hard. He gets even more eager as she pops his stiffie out to blow him. When Demi lifts her shirt to show off her titties, Parker knows he’s in it to win it. Straddling her stepbro’s hips, Demi slides down on that nice thick cock. She rides in cowgirl and then in reverse cowgirl as Parker squeezes her ass. The spinner lays on her back and takes her stepbro’s dick like a champ. Then she gets on her knees for a doggy style pussy pounding that concludes with Parker blowing a nut on her ass. Sated, Demi points out that they were supposed to get to know each other better.
9.21 306 11 Nov 19, 2024
site logo
site logo
Pilot Series / Features
site logo
Featured Tags