Kaylynn feels so sorry for her stepson as he sits depressed in front of the TV after recently breaking up with his frigid girlfriend. Kaylynn happens to be blinded by…

Jordi El Nino Polla left a huge mess all over the house, and when his new stepmom Marica Chanelle gets home and finds it, she’s furious. Jordi would rather play…

Sydney Paige is trying to wake her stepson, Jimmy, for school. However, Jimmy needs five more minutes to get rid of the raging morning wood he’s got. He wouldn’t mind…

Parker arrived home disappointed that he didn’t pass his massage school exam. He tells his stepmom about it, that he can retake the exam but needs to practice. She offers…

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…

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…

Britney and her stepbro have been getting it on for years, and Nina Hartley loves to watch her family get along so well! Nina’s taught them both so well, and…

Demi Morgan is a busy stepmom who is also a full time student. While trying to study though, her annoying stepson keeps screaming at a game so she needs to…

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…

After marrying a family man, Reagan decides she’s going to be a hands-on stepmom – instead of treating her husband’s son and daughter as an afterthought, she’s going to be…

Busty stepmom Lexi wants nothing more than to take in some poolside sun in her skimpy bikini, but when she walks in on her stepson, Ricky, getting scolded by his…

Joslyn James promised her husband she would do whatever it takes to get her stepson out of bed and take control of his life – even if that means taking…

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…

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…

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…

Jennifer White wants to get with her stepson Parker Ambrose. She takes every chance she gets to wear tight outfits that highlight her big tits and ass. Today, Jennifer is…

Cory Chase is straightening up in the living room when her stepson Jay Romero comes in with his schoolwork. She asks if he has something for her. Jay has a…

Gina Gerson is in the middle of saying a romantic goodbye to her husband’s boss when her stepson Alex Charger walks in on them. They try to play it off…

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…

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…

Raul wanders into his dad and stepmom’s room looking for his laptop. When he lifts it up, he finds that it was hiding Veronica Leal’s Kama Sutra diagrams. She comes…

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…

Little Humper Jordi has an extra funny prank for his new stepmom, Jada Sparks: a trick bathing suit that dissolves in water! He leaves it on her bed, making it…

Gigi Dior is relaxing by the pool until she wanted to oil her tits for a tan. She calls her stepson Ethan to help her rub oil all over her…

After a long day, Sydney Paige comes home to find her stepson’s phone. It’s full of bangbros anal porn. She marches to the bathroom and talks about fucking in the…

Essie is trying to relax and meditate at home but she keeps hearing her stepson Johnny from his room. She tries to ignore it but he keeps getting louder and…

Jodie is studying for an exam when stepmom Kat Marie comes in to check up on him. Seeing that he’s doing so well she gives him the treat he always…

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…

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…

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…

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,…

Rion King opens the door to his stepmom Sophia Leone, who is very concerned about him. She has noticed he comes home from school every day and beats his meat…

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…