Sybil Stallone finds Juan’s failing grades and is fuming with anger. Once he gets home she starts yelling at him and sends him to go clean the patio. She walks…

Elexis Monroe is concerned about her stepson, Sean Lawless, who had been complaining of having a headache. When he accidentally pops a little blue pill, he’s embarrassed to tell his…

While Brooklyn Chase’s husband is away for the weekend, she concocted the perfect plan to spend some quality time with her stepson, Van Wylde. After Van tries to ditch movie…

If Alura Jenson’s stepson Robby Echo flunks his exam he’ll be living at home forever! So this busty blonde MILF decides it’s time to get him out of bed anon…

The Sluttiest Stepmom Of Them All – S23:E1 Karina King is lounging in her room when her stepson Alex Charger comes to ask about the laundry. He finds a naughty…

Lauren Phillips is not your average stepmom next door. Having served multiple tours, shes a bad ass patriot with a heart of gold. When she gets back from her most…

Stepmom Is Wet For Santa – S22:E10 Bunny Madison loves her Christmas. She especially loves the idea of role playing Santa with her stepson Jayden Marcos. She anonymously sends a…

Whitney Oc is decorating a pumpkin when her stepson Juan Loco tries to tell her he’s leaving to hang out with friends. Whitney reminds Juan that he’s supposed to help…

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,…

Nick Stokes really likes his new stepmom, Queenie Sateen. Like, really, really likes her. They get along so well whenever they’re alone, whether it’s watching movies, cleaning up in the…

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…

When MILF Ryan Keely learns that her stepsons girlfriend broke up with him, she is determined to make him forget all about her. She licks his cock from balls to…

Stacy Cruz is back from her beach day. She finds her stepson Sam Bourne on the couch and she asks him to rub some after sun onto her shoulders. Sam…

Shalina Devine is in the kitchen with her stepson Nikki Nutz snapping pictures of her as she serves him breakfast. Later, she walks in on Nikki as he’s masturbating. Shalina…

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…

Not only did her new stepson leave an egg in her boot, he hides and puts one on the bed right where she sits down! That’s the last straw for…

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…

Syren De Mer never thought that it would be so hard for her to get pregnant. Unable to hold back her tears, an upset MILF cries, holding a negative pregnancy…

Porno Dan and his stepson have given submissive Miss Jackson the hardest and roughest sex of her life much to her delight. This dirty talking blonde with a fat ass…

Max Fills doesn’t quite know what to make of his stepmom, Crystal Rush. On the one hand, she’s got an incredible body with big boobs and puffy lips. On the…

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 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…

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….

Ricky Spanish and Juan Loco are getting ready for their Valentine’s Day dance at school. Their stepmoms, Fiona Frost and Cherry Kiss, are helping them prepare. The plan is that…

Janet Mason has been married to Larry for years, but her stepson Jason still won’t listen to her! So the busty MILF decides to make him listen the best way…

Kimmy Lee is on her way to college to visit her stepson Joey, but when her and her hubby get to Joey’s room, the only person there is his roommate…

Alena Croft came to ZZ Academy to bring her stepson Jessy Jones his lunch. She dropped it with his teacher and then stopped in the washroom to use the facilities,…

When busty MILF Brandi Love got home from doing the groceries, she called and called for her stepson Jessy Jones to comes help her out, but the little troublemaker was…

Ava Addams has a horny stepson, Jessy Jones, who just won’t listen to her rules. She’s tried everything from discipline to bargaining, but nothing seems to get through to him….

It’s Peta Jensen’s first day working as a maid for Monique Alexander and her family, and she has no idea what they have in store for her. First Monique’s stepson…

It’s time for Van to stop being a couch potato and get some fresh air with his stepmom, Alura Jenson. They go out for a jog and Alura instantly out…

Tara and her stepson Danny didn’t realize they’d have to share a motel room on their road trip. With only one bed and a whole lot of sexual tension, it’s…

When Darla Crane gets home and sees her stepson Logan Pierce filming a home made sex tape with his new girlfriend Alice Green, she’s not mad. In fact, as a…

Ryan wants to watch the big game with her husband and her stepsons but there’s no room for her on the couch, so she takes a seat on her stepson…

Toni Ribas is worried he’ll fail his exam to become a massage therapist because he doesn’t have enough hands on experience. He asks his stepmom Alexis Fawx if he can…

Van’s stepmom Sybil is a stickler for tradition. She wants to clean everything in the house once the season changes, and nothing will stand in her way. When Sybil sees…

There’s nothing Dana enjoys more after a long day than soaking in the hot tub with her loving husband. The only problem is her stepson Rion was looking for a…

Busty babe Brandi loves nothing more than the sight of a spotless kitchen. When her stepson, Justin, thoughtlessly tracks mud all through the house, she demands he take off his…

Xander can’t quite shake the pressure of having his new stepmom Cory around. She’s a total stickler for manners! So when he decides to chill on his day off from…