Natasha Nice and her stepdaughter, Hazel Moore, are with Vanessa Sky, a therapist they have recently been going to. As they settle in, it’s clear right from the start that…
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…
Ill Show You How To Jerk Off – S22:E9 Linzee Ryder is very concerned about her stepson Joshua Lewis. She insists that he ejaculate every morning to get his day…
What’s In It For Me? A single stepmom, Tracy (Pristine Edge), has recently lost her job, so she asks her lazy, entitled stepson, Jermaine (Ricky Spanish), to get a job…
No Time For Fuckery Alexis has a busy schedule, and wished her stepson Brad did too. He chooses to lollygag around instead of getting done like finding a job and…
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…
Sexy French MILF Anissa Kate misses her stepson since he moved out of the house. It was nice having the strapping young guy around to be her eye candy. Her…
Jayden Marcos walks into his house to see a hot young lady doing the dishes and rocking out to music. He gets busy talking dirty to the oblivious maid while…
Chris Lockwood is pissed because his new stepsister Venus Vixen keeps telling everyone at school that she has a new stepsister. He’s not a stepsister! When he leaves, Venus’s friend…
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…
Juan Loco’s stepsister is so rude to him. She throws his laundry at him, flips him off, and even gets him hard and then leaves him with blue balls. Finally…
Aria Valencia and Madi Collins are back from a shopping trip. The girls go straight to the kitchen so they can use what they’ve bought to make snowcream. Too bad…
Juan Loco loves Easter because he loves candy. His stepsister, Madi Collins, knows this. She taunts Juan with a big basket full of Easter goodies and then slaps his hand…
Martin Spell is trying to get the television to work when his stepsister Elis Benson joins him. She tries to help but she can’t get it working. Frustrated, she announces…
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…
Oliver Flynn is doing the dishes when his stepsister Megan Marx approaches him. She asks what he uses when he jerks off. Despite his best judgement Oliver engages, and Megan…
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. She says she loves…
Alex Coal is here to talk to Selina Imai. Selina wants to fuck her stepdaddy, but he won’t give her the time of day. Her stepbrother Apollo Banks is a…
Ricky Spanish is checking out some ghost decorations when his stepsister Lana Smalls and her friend Molly Little walk in. Lana is talking about wanting to fuck her stepdad, and…
Ethan Seeks and Xxlayna Marie are so excited about the house their parents have rented for a stepfamily vacation. They’re excited right up until they realize the room they’re supposed…
Ann Joy comes into the living room in her lingerie and one stocking looking for the other. She calls her stepson Charlie Dean Charlie-chu. Charlie doesn’t like it, so Ann…
Ellie Nova’s ex took her phone and she needs it back because she has very provocative pictures on it. Lucky for her, her friend’s boyfriend, Lawson, is up for the…
Beautiful MILF Athena Anderson is getting ready to surprise her husband for their anniversary. And anal sex seems to be the perfect surprise in her opinion. The only problem is…
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….
Buxom beauty Ema Karter is cleaning at home when neighbor Tommy Cabrio enters the house. He notices she’s forgotten to wear panties under her short dress, and he can’t stop…
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…
Superstar Euro MILF Cherry Kiss loves anal sex. The blonde hottie opens the scene with a stellar tease, spreading her butt cheeks and masturbating for the camera. When Cherry is…
Justine overhears her stepson Kai crying in his bedroom. The guy is crushed because his girlfriend Selina just broke up with him close to Valentine’s Day. Her vivacious stepmom won’t…
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…
Nick is beyond excited to introduce his girlfriend, Lana, to his stepfamily. His stepmom, Cory, is as pleasant as punch. Olivia, Nick’s stepsister, is also a sweet, petite young babe,…
Ivy Ireland is folding her lingerie laundry and her stepson Rion King comes in to creep on her. He claims he needs help because he sprained his finger last week….
Kendra Heart is so annoyed that her husband and stepson won’t clean up around the house. Dressed in lingerie and a robe to deal with the way she overheats when…
Jessie Rogers has the biggest ass i’ve ever seen. Eveyrthing about it makes my mouth water. The curves, the soft skin, the way it sticks out of her shorts, the…
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…
Tiffany Tatum is the hot and horny new secretary of Jay Snakes. A big tease, the young temptress comes to work in a short black skirt and thigh-high stockings, giving…
New stepsiblings, Liza and Jordi, are helping Liza’s dad paint the living room. They don’t like each other and bicker a lot, but Liza’s dad wants them to get along…
Jordi has a new stepsister – Katana. She’s cooking (obviously) but Jordi has something more fulfilling on his mind. Maybe an excuse of “studying” for their exams? An impromptu massage?…
