Jay Romero is looking to choose a new stepsister, but first he gets to go through the potential newcomer’s room and see what she’s all about. His first contestant is…
Rissa May loves to play in the snow, but she isn’t having fun without her stepbrother Rion King paying attention to her. She dresses up in her best snow bunny…
Lana Smalls is excited for costume day this year. She has a surprise planned for her stepbrother, Parker Ambrose. Dressed as a slutty version of a space character, she makes…
Dylan Moore and Theodora Day are busy going through neckties when Coal Daniels walks in on them. He asks what they’re doing and Dylan says since her mom is gone…
Ashley Alexander is doing dishes when her stepbrother Juan Loco joins her in the kitchen. Ashley realizes this is an opportunity to get naughty and act out a fantasy. She…
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…
Bianca Bangs is obsessed with big dicks. Any time she has the chance to imagine a big one, she does. When she’s building a model snowman, she tries to put…
Bianca Bangs and Madison Wilde are working on boxing as a form of self defense and also because there’s a fight coming up that they’re very passionate about. When Parker…
Alex Coal is back to host another episode of her Love Your Family Line. Today’s caller is Victor Ray, whose stepsister Sera Ryder is acting crazy jealous. Sera hates the…
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…
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…
If Nicole Kitt thinks she can bring her boyfriend home and have PDA all over her new stepmom Misty Stone’s house, she’s got another think coming! After getting a talking…
Rocket and Ace are spending their day playing video games, but Rocket’s step sister Ashlyn has other plans for him. She barges into his room big ass tits practically bursting…
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…
Parker Ambrose and Jimmy Michaels have gotten together to watch Game 6 of the series as they cheer for opposite teams. Jimmy’s stepmom, Whitney Oc, comes to bring them snacks…
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….
Joshua’s bedroom got turned into his dad’s new office, so the boy is now forced to share a room with his stepsister, Vanessa. Neither of them is happy about it,…
Stepsisters Chanel and Hazel may not be actual twins, but they look enough alike that they can typically fool people. Their entire lives, they’ve been able to bait and switch…
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…
It’s Valentine’s Day, and Elias and Rico are again left without Valentine’s sweethearts. These nerdy dudes are never going to get laid if they don’t start making an active effort…
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…
It’s Valentine’s Day, and Addis couldn’t be more excited. She has vivid ambitions for this day and imagines her wildest dreams will come to fruition. She fantasizes with Fiona about…
Nina is a fresh slate regarding American festivities, so she is perplexed when her stepson Victor explains Mardi Gras and the significance of the beads. Still, she is highly interested,…
This Valentine’s Day is gonna be a big deal for Melody Marks and her stepbro. They’re all hyped to hang out with their new crushes. But there’s always stuff that…
Best friends Madison and Riley are beyond excited for Valentine’s Day and most excited about losing their virginity to their dates. Riley asks her stepdad, Ken, about her and Madison…
This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today’s episode, Shalina Devine is supposed to have a date…
Alaina couldn’t be more excited for her upcoming interview. She has dreamed about having a cooking show for as long as she can remember, and she finally has a shot…
Looking innocent has plenty of advantages, and Emma Rosie decides to put it to the test. Enjoying a book and the outdoors, the slender blonde spots her friend’s brother, Milan,…
Aubree and Elias return from their date and spend the rest of their afternoon with Alexis, Elias’s stepmom. She loves the young couple, and it makes her happy to see…
BFFs Cara and London just can’t believe what’s going on: the blondes woke up to realize their boobs have gotten huge! Their breasts are suddenly gigantic, bringing the attention of…
The third and final part of this taboo encounter of Czech sluts Jennifer Mendez and Tabitha Poison going wild with the Immoral Family of step dad Dan, step son Matt…
Ophelia is a lonely milf whose husband is always away at work fulfilling his duties. The gorgeous lady feels sexually neglected, directing her attention to Ricky, her horny stepson. One…
Hot blonde MILF Sindy knows the importance of pleasure, and she’s taking some “me time” to admire her hardbodied physique and big tits in the mirror before settling in to…
Kenzie and Alex are giggly bratty teens enjoying the prime of their life. Petite Kenzie loves the size difference as Alex runs his hands and tongue over her tiny body,…
The 1 female performer of 2006 wasn’t awarded that for nothing! Hillary Scott performs like the cute little slut she is when she sucks and fucks our man Donny’s big…
At least the coolest girl in school and the class nerd have one thing in common: a thirst for big dicks. When Scarlet caught a glimpse of Dee Dee’s step-father…
