Bill Bailey is watching his sexy stepsister Kylie sunbathe by the pool. She looks so good, but he could never fuck her – that would be wrong. Kylie’s dad asks…

What could be hotter than two stacked teen sluts getting dressed and ready for a hot night out, hanging out naked and twerking their sweet asses. When Darcie Belle started…

Teenage hotel maid Alli Rae is making her housekeeping rounds when she encounters the enormous dick of Danny D. Alli carefully peels back the sheets to get a better look….

Gwen Stark is a dirty slut and she likes to flaunt what she’s got; a hot body that’s real naughty! But when her father catches her trying to sneak out…

Justin Hunt’s new stepmom, Kaylani, is insanely hot, and he can’t shake the feeling that he knows her from someplace. Oh right, he was just jerking off to her pussy…

Kali is trying to cool off on a hot day and her step brother, Sean, is ready to help. Sean suggests a game where he blindfolds Kali, feeds her a…

Xander Corvus can’t tell if he’s dreaming or not anymore when he keeps waking up from a sexy dream involving his new stepmother Osa Lovely. Every time he wakes up,…

London River is stuck slaving away at her new husband’s paperwork, angry that he doesn’t have time to do it himself OR fuck her. But when her new stepson Tyler…

Katie Morgan is a hot blonde with a body that won’t quit. Her new stepdaughter is not the nicest to her boyfriend, Jimmy Michaels. Jimmy wants to get busy and…

A simple step-family photoshoot became extra spicy when Lullu Gunn’s glamourous looks got her boyfriend in the mood right then and there. He just couldn’t wait another second to have…

Sex-pot Ava Courcelles is famous in the neighborhood for doing yoga in the backyard, wearing shorts tight enough to let her whole bubble butt pop out. When she caught a…

Not only does Sayo’s stepson, Kai, give her all the nakadashi creampies her husband, Chikara, refuses to, but he makes her cum harder too! When her husband goes away on…

Although she tried not to give in to her lusts at first, frustrated housewife Misako has finally accepted the way she feels about her hot stepson Kazuhiko: she wants him…

Ever the dutiful housewife, Misako has made her decision to end her affair with her stepson Kazuhiko and go to Sapporo with her husband, Yosuke… at least until she finds…

Terrible, Cum-Sucking Employees Cheerleader Kait, newly employed, is in a work training session with Kelsey Kane. Things seem “business casual” when suddenly, Alex Jones (the boss!) waltzes in, bends Kelsey…

Big boobed hottie Kitana Lure is working out on her exercise bike when her housemates, David and Josh walk into the room. They watch her ass as she stands up…

In the long run, even romantic relationships can get boring. Ebony Mistique is tired of the monotony and hatches a plan to lure in a new lover into worshipping her…

Avi Love is just an innocent teen brunette dressed in her pink dress for Easter. Her parents inform her that the Easter Bunny is coming to visit. She rolls her…

Kendra Lust had a long day at work and wanted to take a hot bath and relax. Her step son Xander was home and talking on the phone. Kendra was…

Pristine’s Cuck Breeding Session Goes Wrong Pristine loves her husband, but she’s always wanted to have a baby and he simply can’t give that to her. To make matters worse,…

Hiding Her Bikini When Jordi El Nino Polla gets home to find his hot stepmom Octokuro sunbathing naked by the pool, he sneaks up and steals her cast-off bikini, running…

Rea Lil Black is the leader of the female sports team but her performance has been lacking during today’s game. Jia Lissa, Jennifer Mendez, and their friend are not happy…

Buxom Asian MILF Sharon Lee is excited for her stepson to move into the house. She tells her daughter Jasmine Grey the news, and the young honey is anxious to…

Kira Perez sits on the couch, watching her stepbrother, Ethan Seeks, talking to his girlfriend on the phone. The call ends and Kira asks if Ethan has ever thought about…

Parker Ambrose gets to decide his new stepsister from two candidates: Jade Maris and Scarlett Alexis. They begin the date with Jade calling the first shots and ultimately getting the…

Addison (Kira Noir) shows no signs of getting over her ex, Trevor, anytime soon. Despite the best efforts of her girlfriend Sadie (Jasmine Sherni), Addison scrolls the timeline while getting…

Stepmother of the bride Dana DeArmond’s business with Stirling Cooper is over… almost. Dana has one loose end to tie up before the ceremony: she wants the sexy businessman to…

Robby is over at his girlfriend Bailey’s house as they prepare to study for their college midterm exams. Reagan, Bailey’s stepmom, really wants her stepdaughter to focus on her studies…

There are so many hotties at this BBQ, especially the MILF hostess Miss Raquel, but her stepson AJ’s sexy college friends in their bikinis are also worth watching. The lucky…

Anna was upset that her boyfriend broke up with her. Fortunately for her, her step brother was there to give her a hand. She didn’t want to get out of…

Sheem is in a hurry and needs to use the shower. Thing is, his step daughter Trinity is already taking a nice bubble bath. She tells him not to worry…

Daniella Azar is working out in her house and getting a good stretch. Step son Ethan walks by and sees her stretching only to find a hole in her pants….

Stepsiblings Penelope and Austin are constantly playing tricks on one another, trying to one-up each other and make the other tap out. They’re both ruthless and love seeing the other…

Crystal is tired of her stepdaughter Amber’s lazy attitude. The girl is jobless and does nothing around the house, the exact opposite of Parker, Crystal’s responsible stepson who works so…

Kiki is always playing pranks on her younger stepbrother, Johnny. Whenever she has the chance, she bullies him and uses her status as the older stepsis to jerk him around….

River and Chloe have been friends for a long time and confide all their secrets in one another. River tells Chloe that she thinks she’s finally ready to lose her…

Bunny is chilling at her place when her friend Talyor shows up at her door. The beautiful babe is crushed because she just learned that her husband is cheating on…

Angelic on the outside, devilish on the inside. That’s the best way to describe Sage Rabbit. The teen blonde had the complete attention of Michael Stefano as she stepped into…

Jay’s birthday is coming up, and Sydney is doing everything at hand to be the coolest stepmom about it. She wants to throw a big party for him and she…

This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today’s episode, Micky Muffin is up for her second date…