Syren is a sweet MILF around her family, but she has a secret side job working for a stripper-gram company. One day she’s sent out to deliver a striptease to…
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…
Ariella’s daughter has friends stay over all the time, but none of them have caught Ariella’s attention quite like Ember. Her tight teenage body makes this milf do a double…
Reagan Foxx prides herself on her smoking hot body, from her big fake tits to her tight ass, this MILF know she’s hot! But hearing her stepson Louie tell his…
Milfy Diamond wants to get her son onto the college soccer team, but he hasn’t made the cut! Determined, Diamond drags him over to Coach Dupree’s house to demonstrate his…
Diamond Foxxx is just stretching her fit body out in the living room when her son’s friend, Jordi, swings by. He’s looking good these days and her life after the…
Girl boss Joanna Angel runs a male escorting business that services horny milfs who love big cock. To cater to her customers’ connoisseur taste, Joanna only hires the best of…
Horny MILF Cory Chase has some movers coming over today and she’s eager for them to handle more than her boxes. When a pair of movers arrive, including Jimmy Michaels,…
MILF Osa Lovely is just trying to get some house cleaning done, but her daughter’s visiting boyfriend (Alex Legend) has different plans. Making his intentions known early on by squeezing…
We open on the sexy Shalina Devine, dressed provocatively, setting the table for dinner. At that moment, Raul Costa comes home and is shocked to see Shalina in his dining…
Expert level MILF Alexis Fawx is on all fours, cleaning the counters and the floors. She’s too busy to realize that her wiggling boobs and butts caught the eye of…
With sorority mother Cory Chase in charge, proceed with caution! Pervy Zac Wild discovers what happens when you try to stiff a Zeta Zeta sister after Cory pays him an…
As schoolgirl Sae plays with her pussy, dreaming it’s her crush Jun fingering her, little does she know he’s on his way to her house. But Jun isn’t about to…
Beautiful housewife Misako has a secret: when she’s alone at home, she frequently can’t get through her day of cooking and cleaning without receiving obscene phone calls from a very…
Frustrated housewife Misako has finally learned the identity of her mystery caller who’s done everything from making obscene phone calls to sending her a bunch of virgins for a gangbang…and…
Beautiful blonde MILF, Nicolette Shae, is a model-turned-housewife who longs for her heyday of walking the runway. Missing the lights, cameras, and the attention, Nicolette craves the day of her…
Britney Amber is the epitome of Anal MILF: huge gorgeous tits, tight body, beautiful smile, and a constant craving for cock in her suburban ass. She’s gone off to visit…
Katie Morgan has invited her friend, Brandi Love, over to sip on some tea and help her finish her puzzle. However, when Katie’s foreign house guest, Ricky Spanish, spots these…
Empty Nest (Part 4 of 4): Jennifer’s self-discovery journey has come to an end, and she’s truly a new woman now. After riding along with her stepson Victor and his…
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…
It’s Thanksgiving! You Have To Try My Pussy It’s Thanksgiving and Abby Rose has invited all her milfie friends over. Abby conspires with them to nail Mick Blue, her prude…
Alexa Nova and Dani Jensen are a couple of long legged, perfectly toned, redheaded vixens. They almost look like sex dolls, since their bodacious bodies are so perfect. Dani struts…
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…
Helping My Stepmom Finish Brown-eyed curvaceous MILF Chantel Preston accidentally screamed out another man’s name while fucking her husband, and now he’s storming out on her. Worse, this horny hussy…
Ethans Seeks is chilling while his stepmom Chloe Amour wanders around the house. She joins Ethan on the couch and puts his head in her lap so she can play…
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…
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…
Heather (Skye Blue) thought she got everything she wanted: Maxine’s man, her money, and her jet! All that’s left is to slip into a flight attendant uniform to taunt the…
After getting super angry and impatient waiting in line, Sandy Love goes off at barista Lola Aiko for serving her tap water, tossing the full cup all over her and…
Sexy housewife Elizabeth Skylar is preparing everything for the 4th of July celebration, and her husband and son are out trying to buy some firecrackers for the night. Unfortunately for…
Sweet Vickie is on her backyard getting some mid afternoon stretches out of the way. She puffs her chest out knowing it’ll be a good way to get the knot…
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…
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…
Lauren is an exemplary housewife. She keeps things in order, watches over the family, and, most importantly, is an easy ten out of ten babe on the “smoking hot milf”…
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…
