When Kathryn Mae walks into her home after work, she finds her stepson Max Fills moping on the couch. She’s instantly concerned. Sitting beside Max, Kathryn tries to suss out what’s going on. It takes some time, but eventually Max opens up. It turns out that Max is depressed because he keeps getting dumped. He’s […]
Josephine Jackson has had a really long week, so she decides to run herself a bath before she goes for a massage. She’s just about to get in when she gets a text that the masseuse has cancelled on her. She calls her stepson Sam Bourne in and tells him that she will lose her […]
It’s important that redhead Sophia Locke take the time to rub lotion all over her soft skin every day. There’s just one problem: rubbing herself down makes her super duper horny. She hears something ticking but can’t figure out what it is. Later, she drops some yogurt onto her tits and hears it again. Again […]
Veronica Leal has a hot stepson in Charlie Dean and she can’t help her attraction to him. Recently, Charlie was with his girlfriend getting busy in his bedroom. The door was closed, but Veronica could overhear the moaning. Dropping the towel she was wearing, Veronica cuddled close to the door to masturbate at the sound […]
This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today’s episode, Alex Charger and Shalina Devine are enjoying a candlelit dinner date. It’s a bit awkward for the stepmom and stepson to be dining romantically, but they have both been into each other for […]
Cherry Kiss and Katrina Colt hare having coffee while their stepsons hang out. Parker Ambrose and Juan Loco come in and ask for a ride to the golf tournament. Their stepmoms agree, but first they have to get changed. When Cherry and Katrina come in dressed to the nines, Juan calls Katrina on how nicely […]
Alexa has always been annoyed by her husband, Scott. He’s the kind of guy who parades around the house and expects the world only to ignore Alexa. Meanwhile, their stepdaughter, Odds, gets all of stepdaddy’s attention. Like a good stepdaddy, Scott loved to caress Odds’s perfect tiny tits. They were small but so grabbable, and […]
Ever since Miles married Misty, there has been a rift with Nicky, Miles’s stepson. Nicky seems irritable, distant, and uncomfortable all around. Misty was Nicky’s favorite teacher from school, and having her in the house at first was like a dream come true. But seeing Miles get to be the one who loves and touches […]
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 Juan can’t take it anymore. He goes to his stepmom, Whitney Oc, and asks her to do something about her daughter. Instead of speaking to […]
Saint James can’t stop staring at his hot stepmom Rachel Cavelli. She’s stunning even when she’s cleaning the house with her big ass and big tits. Saint decides to ask if his dad is taking care of Rachel properly. Instead of getting mad, Rachel tells her stepson that if he ever needs any help she’s […]
This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today’s episode, Sam Bourne and Shalina Devine are having their date cooking dinner together. Sam arrives with a rose, which instantly pleases Shalina. They get busy, and it turns out that they work well together […]
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 her with her young secretary. Determined to boast her bff, the blonde introduces Taylor to Tyler, her youthful stepson who can’t resist a hot milf. […]
Elias is getting too old to still be living at home, so his stepmom Lolly and her sister Suki keep fighting about whose fault it is. Elias tells them that they haven’t really helped him out to leave the nest, so the ladies decide to teach him how to survive by himself in the real […]
Elias has finally reached graduation day, and although it took extreme effort and focus, he was able to cross the finish line. His stepmom, Brooke, and his step-aunt, Vanessa, couldn’t be more proud of the young stud, and as a graduation present, they throw all rules out the window for the week. Now, while Elias […]
Sometimes you just want more. More of your stepmom! Not exactly appropriate as Bree tries to explain to her stepson Kai, but he barely listens as he paws at her in the kitchen. Bree manages to calm him down but calls her friend about her conflicted feelings later when Kai spies on her and overhears […]
Fuckin’ frat boys, right!? Easy to say when you’re not part of one like Kai. But he’ll do anything to join – and the frat boys have an offer for him. If he can snap some nudes of his hot stepmom Alexis, Kai is in the fraternity. Not an easy task, but one he’s up […]
Family secrets can be stifling. When Juan is talking to his stepmother Armani, she confides that Juan’s father has been cheating on her. Juan wants Armani to feel better and challenges her to a game of pool to help distract her. He can’t help but notice how sexy his stepmom looks as her big tits […]
Hot horny stepmom Bunny Madison is about to get filthy with stepson Ricky Spanish. This is seduction at it’s finest! Hot sex is about to be explosive! Do not miss this smoking hot scene !
Billy (Ricky Spanish) is spending the summer away from school with his parents, and his stepmom (Rachael Cavalli) asks if he wants to go to the beach with her today. He’s not interested in the beach, her heart speeds up. She has often dreamt of a moment where they can finally be alone together, but […]
One day, the bodacious Sophia Locke passes by her stepson Parker’s room and overhears him praying. The boy has always had an obsession with her, especially with that fine body of hers, and has been jerking off to his stepmom in secret. The problem is that he’s been “spilling his seed” spontaneously in class, making […]
Tour of the Room and Step-Mom My step-mom Sophia Locke and I(Luke Longly) are walking through the hotel hallway, and we finally arrive at our hotel room! She is wearing a white and black dress and she flashes me her tits before we step inside of the hotel room. She shows me around the room […]
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, even if it does sound provocative. Nina has never done anything too wild, so showing Victor forbidden parts of her body feels exceptionally taboo. But […]
Suki’s life has become mundane. She can’t quite remember when her happiness faded and every day became a slog, but nothing excites her anymore. Her stepfamily upsets her more than anything. They used to be the light of her life, and now they’re more like strangers occupying her melancholy world. Her stepdaughter, Alexia, is someone […]
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, and Nick knows in his heart Olivia and Lana are bound to be best of friends. Jack, Nick’s stepdad, is a big ol’ softy once […]
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 at making her dreams come true with a local news station. She shares the good news with her stepson, Sam. Alaina is so excited she […]
Valentine’s Day couldn’t be looking worse for Gigi and her stepson Elias. The vivacious blonde got stood up by her husband despite her getting hot lingerie for the occasion. Elias and his friend Nick got rejected by their girlfriends, who opted to fuck with college guys. And Millie, Nick’s stepmom, had the same bad luck, […]
Recently, Anya has felt new sexual desires awakening within herself. She’s not entirely sure why or where the urges are coming from, but they are fierce, and if she doesn’t find a release soon, she feels like she’s going to explode. Anya expresses her newfound sexual desires to her stepson, Jimmy. He doesn’t really know […]
Everyone Cums Everywhere, All at Once (Part 2 of 3): Suki has recently learned her universe is in great danger. After a sexual encounter with her stepson from another universe, things in her world are quickly unraveling. Suki is the only one who can save all the multiverses from imminent peril. Her next challenge comes […]
Aubree and Elias return from their date and spend the rest of their afternoon with Alexis, Elias’s stepmom. She loves the young couple, and it makes her happy to see Elias happy. Aubree is no stranger to Alexis and Elias’s lifestyle. They have a pretty strange family dynamic that you wouldn’t see in most households. […]
Lauren and Nickey go way back, so when it comes time for their high school reunion, they’re beyond excited to go together. So much has changed in their lives. They were once raunchy chicks exploring the world, fucking guys, and living life to the fullest. Now Lauren and Nickey have left all their antics behind […]
Everyone Cums Everywhere, All at Once (Part 1 of 3): Suki’s life is heading down a less-than-fortunate path. She has lost much of the joy she used to experience, and her stepfamily seems to be drifting further apart every day. Suki is a tough Tiger Mom, always demanding the best from her stepfamily and doing […]
I just miss your dad so much.. I know he’ll be back in a few days, but do you think it would be weird if you stayed in bed with me tonight? I know it’s probably too weird to sleep next to your step mom… I just get so lonely in the bed all by […]
Lauren Phillips has caught her stepson Tyler Cruise watching porn on his cellphone, so she’s decided to confiscate it for a few days as punishment. But Tyler is going stir-crazy without his phone, so he decides to sneak into Lauren’s bedroom to get it back. When Tyler enters Lauren’s bedroom and starts poking around, he […]
Peter doesn’t pick up the slack around the house and his stepmom Madison and stepsister Ashley are sick of him. They both have crummy jobs and barely any future, so they are fed up with the guy doing nothing and watching his shitty superhero shows. However, everything is about to change when Peter discovers that […]
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 allow this to happen, so she quickly comes up with a plan to get them back together. The first step is to make Selina jealous, […]
Shay brings her stepson, Max, to work with her so he can get a greater sense of responsibility. The employees at Shay’s office don’t seem thrilled with her as a boss, saying she rules with a bit of an iron fist. What is it that keeps Shay so tightly wound, Max thinks? Even at home, […]
It’s Amy (Maya Woulfe) and Colin (Nathan Bronson)’s special day! They’re getting ready for their wedding while Colin’s stepmom, Martha (Reagan Foxx), helps out. But Colin is especially nervous, which leads to both Amy and Martha worrying for him. Martha insists she knows how to calm down her stepson and asks Amy to go make […]
Jayden Marcos enters the kitchen for breakfast and sees his stepmom, Siri Dahl, with her boyfriend, Chad Alva. Jayden doesn’t seem fond of Chad, and it soon becomes clear why: as Siri makes Jayden’s breakfast, Chad’s crude behavior shows that he’s crass and a moocher. Jayden grows increasingly angered by Chad’s disrespect towards Siri. Eventually, […]
Curvy Jada Sparks is tired of her stepson Jordi El Nino Polla behaving irresponsibly. Not only does he leave a huge mess for her to clean up, he keeps pranking her with dildos and staring at her big tits! The raven-haired stepmom is looking for his dildo stash after his latest prank when he pops […]
When new stepmom Sedona Reign goes into her stepson’s (Nade Nasty’s) room and finds a pair of her panties, she returns the favor by stealing some of his underwear and masturbating in his bed. When she hears Nade coming, she covers herself with the blanket, but leaves her feet exposed. Thinking it’s his girlfriend hiding, […]
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 has a surprise prepared with the help of Evie, Jay’s girlfriend. When she goes to tell him the big news, she finds Jay jerking off […]
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 much that he’s sexually frustrated. Determined to solve both issues, Crystal convinces Amber to satisfy her stepbrother’s needs by sucking his cock regularly. The plan […]
Savannah Bond loves to strip, fuck and have her ass filled with multiple cocks. The large-breasted blonde sweetheart is adorable, fearless, and up for anything that will stretch her gorgeous body to its limits. She immediately hits it off with taskmaster Vince Karter, but as soon as the chitchat is over, the gloves come off, […]
Jordi El Nino Polla lies in wait with a squirt gun for just the right moment. When his busty blonde stepmom Carla Boom approaches, her hands full of groceries–and wearing a white shirt and no bra–he leaps into action, soaking her completely! Carla yells as he runs away, but he hasn’t gone far, peeking in […]
Sienna hasn’t seen her friend in years and is astonished by the kind of lifestyle she has. How can Cherry afford all this luxury while she is drowning in debt? Willing to help her, Cherry confesses her secret: she’s an exotic dancer. Sienna knows her friend has always been hot as hell, but she never […]
Paisley is super obsessed with her stepson Joshua’s academic progress. He is a gifted boy, but once he turned 18, he started getting distracted, especially when he started noticing Vanessa, his hot cheerleader stepsister. Paisley does some detective work and discovers that Joshua has a crush on Vanessa and even has some raunchy pictures of […]
Anya and Ellie are both desperate for grandchildren! They’ve tried everything to sabotage their stepsons, Jimmy and Nicky, hoping to get their girlfriends pregnant. Desperate to have babies back in the family and still being attractive and fertile ladies, they plot to get impregnated by each other’s stepson. With the excuse of teaching the boys […]
Linzee has an absent husband who is lazy around the house and doesn’t please her. When their heater breaks down for the last time, Linzee decides to kill two birds with one shot and warm herself up with the help of Joshua, her hot stepson. The boy is nervous about getting too close to her, […]
Sarah’s life is a hot mess right now. The bodacious blonde has no job and no money, and she is not handling the situation very well. To make things worse, the milf has just crashed her daughter-in-law’s car, so her stepson Juan is terribly mad at her. Juan and his wife Amber want to make […]
Cherry is worried that her stepson Rico will fail all his finals and get stuck in summer school after failing math class. Determined to do something about it, she invites Cory, a friend of hers who’s also a teacher, to help him with summer school. To motivate him, Cherry also promises to give him some […]
Skyler has been working as a babysitter for Mia for some time now, hoping to get closer to her boss’ stepson Joshua. The horny nanny likes masturbating to his underwear while they are gone, but Joshua hasn’t really noticed her yet. One day, she forgets her phone in the house and goes back to get […]
Sarah is a kind stepmom who loves to show her gratitude. Whenever her stepson, Austin, does something around the house to help her, she is more than willing to reward him. Only her rewards are a little out of the ordinary, and Austin couldn’t possibly guess that he’d get a handjob from his own stepmother. […]
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 and 38-DDD big natural tits loves being treated like the slut she is and wants one more round with the Immoral men. Stepdad Dan fucks […]
Codi (Codi Vore) and Jenna (Little Puck) are the finalists on an intense and difficult game show, ‘The Prize’. The show’s host (Seth Gamble) tells Codi and Jenna that before they begin the final challenge, he has a surprise for them… a visit from their families! Jenna is excited and emotional to see her stepdad, […]
Pristine Edge leads her stepson, Jimmy Michaels, up to the front door of a house. Pristine looks very annoyed with her stepson, and orders him to knock on the door. It turns out that this is the house that Jimmy and his pals toilet-papered the night prior, and Pristine wants him to apologize. This is […]
