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 with Matthew Meier. Unfortunately for Shalina, Micky Muffin has other plans. She likes Matthew far too much to let him go easily. After Micky barges […]
CJ is a total Tiger Mom, always nagging her stepson Oliver and hovering over him. CJ is a modern milf with traditional values. She likes having big busty tits, and she knows how to have a good time, but nothing is more important in life than success. As for Oliver, she needs him to focus, […]
Austin’s sexual awakening has taken a naughty turn since he started noticing his stepmom Ariel’s luscious body. The ginger milf often pops up in her mind, rubbing her soft pussy for the boy’s blood to rush into his cock. As a result, Austin is distracted by the red-headed beauty and has been failing at school. […]
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 […]
Jimmy Michaels has to make a shirt for a home ec assignment, starting with measuring the person who will be wearing the shirt: his own stepmom, Sophia Locke! Sophia is happy to help Jimmy as he grumpily breaks out the measuring tape. They innocently start with her bust, which unexpectedly turns Jimmy on as his […]
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 […]
Suki and her step son Kai have been fucking for a while now. It’s been awesome, but Suki wants to be wilder. She asks Kai could he bring another guy to fulfill her cougar needs. Kai could not think of anyone better suited than his best friend and teammate Jimmy. On the day he brings […]
19 year old stepson, Ricky Spanish, has been behaving strangely lately. His stepmom (Kenzie Taylor) notices something wrong: he’s gone to the gym leaving his phone behind, and seems quite nervous all the time. In the kitchen while making breakfast, she gives Ricky a shoulder massage, and can’t help noticing he’s got a huge boner! […]
Focused on her stepsons cock, milf stepmother Sadie Summers finds her moments to rub her pussy while watching Lucky in the shower. As Lucky is heading out for work, Sadie asks if he would join her for a dinner date tonight, but Lucky starts feeling a little weird just as Sadie grabs his cock and […]
The house is freezing and Chad doesn’t know what else to do to keep himself warm. The boy is trying to watch porn to heat himself, but he doesn’t want his stepmom Lauren to catch him. He knows that she has something weird with him and that she’ll take any chance to touch his dick. […]
Bianca is trying to get her Zen on, but her step son Chris and his friend Ethan are making it impossible. They are way too loud playing video games. She tries to get them out of the house but the two refuse to budge. She comes to the revelation that the only reason they are […]
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 test in her hands. To the sobs of the stepmother, the unsuspecting stepson comes and tries to calm the woman. The guy sees that something […]
In the intricate game of life, cunning Kitty Valance reigns supreme, her strategies as varied as they are effective. With a wedding on the horizon, Kitty orchestrates a meeting with her fiancé’s unsuspecting stepfamily, each move calculated to serve her ultimate agenda. As her fiancé steps away to answer the doorbell, Kitty finds herself face […]
This summer, the talented CEO Jessica Ryan arranges an internship at her company for her stepson. However, she warns him not to fuck up this opportunity. As the stepson leaves home for the office, the stepmother eagerly prepares to enjoy her first vacation in years. But for such a workaholic, there’s only one way to […]
Caring stepmother Ophelia Kaan has long dreamed of establishing a sense of trust with her stepson but the generation gap makes it tough. The guy is reluctant to make contact at dinner or after school, and any questions about the girlfriends infuriate him. How can a stepmother find the key to mutual understanding? She comes […]
I talked to your girlfriend.. Honey, I’m fine with you having sex… But you shouldn’t pressure her to do anal. She’s not ready yet. Trust your step mom. I know you really want to try it. But your girlfriend needs to want to try it too.. I don’t know why you’re so obsessed with anal. […]
Andi Avalon returns home after an exhausting shopping trip with her husband. When their stepson suggests going to a restaurant, she is skeptical of his initiative. All she needs now is a cold shower and a warm bed. Upset, the guy retreats to his room while the stunning MILF heads to the bathroom. Stepping out […]
Katie Morgan is ready to take a shower but realized she needs her step son Jimmy’s help. He gets him to walk into the bathroom with her and he’s a little jumpy about it because he doesn’t want to get a boner. But Katie needs to him to scrub her down so she makes him […]
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 real world. He says that no one wants to fuck him. After a moment, She steps in and fucks her son in her ass. She […]
Robby Echo and his stepmom Melody Mynx meet secretly in an empty parking garage. The pair look around with tension-filled anxiety. They can not be caught, the repercussions for both of them would be too great to bear. Robby is instantly hard seeing how his stepmom wore a sexy red dress just for him. The […]
Nikki’s relationship with her husband is on the rocks. She recently learned that he’s cheating on her and she is just devastated. The beautiful milf feels neglected and miserable, and her sex life has gone down the drain. Her stepson Oliver watches her from afar while she fights with his dad on the phone, angry […]
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 […]
Josh Rivers accidentally walks in on his stepmom Gigi Dior as she tries taking some selfies. She’s not happy with the results, so she asks Josh to help her. She’s still not happy with those pics, so she offers to change into another outfit. Turning her back on Josh, Gigi puts on a sexier shirt. […]
This season on Dating My Stepson, we have three hot milfs and three eager stepsons to mix and match. On today’s episode, Kira Queen is paired up with Sam Bourne. Kira still lives with her stepson, so she’s on the show to find a boy toy for herself. Their date is to go on a […]
Spencer Scott has a secret and it’s all about her stepson Jimmy Michaels. She wants him, and with him engrossed in a football game she knows just how to get him. She sits beside Jimmy on the couch and expresses her interest in the game. When Jimmy asks her favorite position, Spencer replies reverse cowgirl […]
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 they’ll drop the guys off at the dance and then have some time together on a girl date. Before they all go, though, Cherry pulls […]
Sweet nephew Dean who came up with the idea for Binder Dating is in big booty pussy paradise getting a double blowjob from Zuzu Sweet and her BFF Lady Gang. Dean face fucks submissive Zuzu and then tells these two babes with big ass to bend over next to each other so he can fuck […]
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 that it will be her first anal experience. And Athena needs someone more knowledgeable to show her the ropes. Fortunately, her stepdaughter Daisy Stone is […]
This Valentine’s Day is gonna be a big deal for Melody Marks and her stepbro. They’re all hyped to hang out with their new crushes. But there’s always stuff that could mess up the vibe. Luckily, their cool stepparents show up at just the right moment. They’re quick to notice that Melody and her stepbro […]
The third and final part of this taboo encounter of Czech sluts Jennifer Mendez and Tabitha Poison going wild with the Immoral Family of step dad Dan, step son Matt and nephew Dean. Dean has been patiently waiting to get his hands on inked up blonde Tabitha Poison and her brunette buddy with huge tits […]
During a hot summer night, Max decides to sleep in his stepmom Shay’s bedroom, the only room with an A/C. Max is a 19-teen-year-old teenager, so Shay is surprised when he wants to spend time with her. The two have a nice chat and a fun pillow fight, ending up in a beautiful bonding moment […]
Diego isn’t exactly a peak physical specimen for football, but he’s got all the heart in the world. Unfortunately, his Coach Jay Bangher isn’t in the market for big hearts. But when his hot as fuck MILF Abby Somers comes to the table with a pair of big tits, Coach Jay is suddenly in the […]
Steve is a very lucky guy. He has one of the hottest stepmoms around. Her name is Moon Flower and this is one fine MILF. She’s busty in all the right places, with an ass to die for, but most of all she is horny as hell! This cougar just can’t get enough of sex […]
British MILF Gemma Stone has a stepson. And she noticed this young guy liked just about everything she did. So it was time to take action. She decided to seduce the toyboy with her naughty ways and her busty cleavage. And you know what, it worked like a charm. The young guy got a boner, […]
Bianca Burke is a curious stepmom. She wants to know about her stepson Chris Lockwood’ recent date. What did they do? Does she know HOW to kiss?? Chris is weirded out by his stepmom’s questions and even more weirded out when she starts rubbing his leg. Weirded out, but intrigued. Bianca takes off her dress […]
Nade is coming home from college for Thanksgiving break. His stepmom Sarah greets him with her new partner: Marica. Sarah is nervous about Nade meeting her because they’ve never been really close, and she’s hoping that this Thanksgiving everyone can get together. Fortunately, Marica catches on real quick with the family’s freeusing traditions, building a […]
Ever been caught jerking off? It’s the worst. Total embarrassment and humiliation. Johnny Love finds himself in this situation with his hot stepmother Kat Marie, of all people. Plus he was trying a new technique and was using a condom! Johnny stammers his way through some excuses, but it doesn’t look like his stepmom is […]
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, […]
Hot and horny big tit MILFS, Natasha Nice and London River get extra nasty! Watch these hot babes suck and fuck like never before ! These mature MILFs are craving thick young cock and will not settle for anything less!
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 […]
