Pristine Edge has convinced her stepson, Jimmy Michaels, to date four of her milf friends plus one mystery lady in an effort to hook him up with a girlfriend. In this episode of Dating My Stepson, Jimmy learns that his final date is Pristine herself. Pristine isn't happy about the producers putting her in this situation, but she and Jimmy decide to make the best of it. They agree to sit down to the very nice dinner that's been laid out for them, and soon enough things have moved from awkward to flirty....
Attentive new stepmom Sybil Stallone is left in charge of her overly horny stepson Jordi El Niño Polla. When she catches him looking at naughty pictures of women's asses, she is on a mission to find every dirty pic he stashed in his room. Her lack of clothing and his touchy hands lead to a hardcore fuck worthy of their own selfies.
Sharon White has a thing for her stepson, Jimmy Bud. He's been working out and those muscles are really starting to make Sharon hot. She begins dressing in increasingly sexy and revealing outfits designed to capture Jimmy's attention, but nothing is working. When Sharon resorts to taking Jimmy's sweaty shirt and sniffing it as she masturbates, she's not exactly holding the moan. Jimmy can't help but overhear. He comes out to see what's going on and suggests that his stepmommy can keep going if she wants. He'll even help with his hands on Sharon's tits and then sliding lower to rub her clit for her....
Lilian Stone likes to keep a clean house, which is difficult with her stepson Jason always making a mess. Jason enjoys making those messes to encourage Lilian to clean up after him. Why? Because Lilian enjoys dressing all sexy as she cleans. She also claims that cleaning up makes her very happy....
Barbie Feels is moving into the house with her new husband and stepson, Juan Loco. Juan and his friend Nick Feels watch Barbie move boxes around. They comment on how hot Barbie is, which she overhears. She has the boys come help her out and then comments on how strong their sperm must be....
Penny Barber knows it's wrong, but she wants her stepson Max Fills. She dresses in lingerie that shows off her e-cup tits and then comes up with an excuse to come to Max's room. She brings him a drink and then apologizes that Max's dad has grounded him. Upon Max's request, Penny even brings Max a blanket and his phone charger....
Stepmom Nicole Aria notices that Johnny is very stressed sitting by himself studying. She decides to sit next to him and ask what is going on. He explains that he is worried about trying new things with his girlfriend. By new, he explains that he has never tried anal. Stepmom steps in and takes all his worries out of the way. She explains how much she loves anal and how she wants to teach him so he can be ready for his girlfriend. With no time to waste, they go to the bedroom and stepmom takes Johnny’s huge cock up her butthole. At first slow and then at full force from all positions. All leading to him cumming all over her pretty face.
Demanding big tit stepmother Kagney Linn Karter has lost her patience waiting for her stepson Victor to get home from school. Her hot milf pussy has been dripping all day long for his big cock to stuff it tight and the second he walked in the door she fed him a taste of her sweet hot honey drip! Victor thought it was a one time thing but Kagney makes sure he pounds her big juicy ass more than one time a week for that hot thick cock cum sprayed all over her juicy cheeks!
Anya Olsen is a hot milf who is having a hard time dealing with being a stepmom. Her stepson Joshua Lewis and his friend Jayden Marcos are playing video games together, but eventually they make a commotion about who has t he bigger dick. To shut them up, Anya offers to measure them both and see who's bigger...
Hot brunette Vanessa Alessia is looking gorgeous as she tries on sexy lingerie and admires her reflection in the mirror. Her ever-horny stepmom, Sofi Vega, approaches Vanessa and removes her bra, exposing the pretty Czech’s small, natural tits. The stunning lesbians gently explore each other’s beautiful curves and worship their boobs before dark-haired Sofi kneels down and eats out her stepdaughter’s tight pussy. After Vanessa has orgasmed multiple times, she returns the favour by pleasuring the stocking-clad Colombian, who moans loudly as Vanessa tongues her lips and clit. Following an intense fingering, the sli babe sits on Sofi’s face for a tongue fucking, and then it’s Sofi’s turn to sit on her stepdaughter’s face until she also cums hard! The attractive ladies finally end their secret liaison with a soft, lingering kiss.
Brittany Andrews wants to be the best stepmom possible to her new stepson Chris Lockwood. The curvy milf is all alone since her husband is out of town on a long trip, so she brings Chris breakfast in bed to improve their relationship. She tires to set the tray down on Chris's lap, but his morning wood makes it impossible to balance....
Skylar Snow has some incredible melons, and she knows how to use them to make everyone want her. Today she's wearing a short skirt and a low-cut top that capture her stepson Nick Stokes's attention right away. When Skylar asks Nick what he wants her to put on the grocery list, he comments that he could have some melons. Skylar can work with that. She mentions that she wants some meat, at least six inches but preferably eight. Nick tries to say that he's too busy to help his stepmom go shopping because he has homework, but he can't put her horniness off forever. When Nick is helping carry the grocery bags in, Skylar drops something and bends over to pick it up. The sight of her thong beneath her miniskirt makes Nick pop a boner so intense it rips through the shopping bag....
Dolly Diore has prepared breakfast for her stepson Charlie Dean and her husband Steve. She tries to get Steve to leave the table so she can flirt with her stepson, but Steve is too absorbed in his tablet. Instead, he is oblivious as Dolly flirts mercilessly with Charlie.
Tiffany Fox is a stepmilf who loves her baths. When her stepson Peter Green runs a bubble bath for himself, Tiffany walks in just in time to claim that he must have done it for her. Before Peter can protest, Tiffany has peeled off her clothes and climbed into the bathtub. The only option she gives Peter in the matter is that he can either join her or take a bath later.
Ebony Mystique is cleaning so hard, she works up a sweat, and her stepson, Kyle Mason, can't stop staring at her big tits. He goes to his room to jack off... but Ebony comes in to collect his laundry and catches him with his big dick in his hand! The horny MILF decides to polish that cock, and gets naked to tittyfuck Kyle, then suck and ride him. Kyle pounds her pussy and Ebony cleans up his dick with her mouth, then he gives her something else to clean with a load on her big tits!
Demi Diveena opens to fridge to find a big slice of chocolate cake. She doesn't care who it belongs to; she just wants it in her face. When the cake is gone, she hides the evidence from her stepson Anthony Pierce. When Anthony goes looking for the cake, Demi tries to stop herself from putting her hands on his ass.
Armani Black and Mandy Waters are hanging out as they complain about how much their stepsons eat. Mandy complains her stepson Parker Amrbose is also going through an awful lot of tissues and toilet paper with all the masturbating. Armani confesses that she solved that problem by just letting her stepson Jimmy Michaels cum inside her. Mandy loves the idea, but she has no idea how to go about it. Armani cheerfully tells her...
Spanish beauty Sapphire Astrea is relaxing at home when her stepmom (Sofia Lee) begins reprimanding her for the mess she’s made. The hot brunette tries to instill some discipline into her unruly stepdaughter by putting Sapphire on her lap and spanking her curvy bum! Finding a dildo, Sofia pulls down the raven-haired stunner’s thong and rubs the vibrating sex toy over her juicy lips and clit. Afterwards, the horny pair passionately make out, and then it’s Sapphire’s turn to pleasure her big-boobed stepmom’s hairy pussy! The hot lesbians take turns sucking and fingering each other’s hungry holes, and then they do some sexy scissoring and 69ing. Following an intense tongue-fuck, Sapphire and Sofia cry out in euphoria as they both reach climax together!
Aria Valencia is waiting for her boyfriend to take some boner pills for a really good time. Juan claims that he has taken three of them, which leaves them enough time to make out before the pills really kick in. As they're kissing on the couch, Juan's stepmom Katrina Colt gets nice and touchy feely with him while telling Aria to treat Juan right. Aria is convinced that Katrina wants to fuck him, but Juan claims that's not true at all....
Diego Perez is getting ready to beat his meat to some nice porn. His stepmom, Skylar Snow, lets herself into his room. Dressed in an itty bitty PJ outfit, she's a super hot milf. When she offers Diego a towel to jerk off into, Skylar claims that a stepmom always knows. Later, Diego is staring at Skylar's big ass as she cleans in the kitchen. Skylar confronts him and describes in detail what she thinks he's daydreaming---
