When your own son is trash-talking you to his stepmother on St.Paddy’s, you know something is off. Jessie listens to Jimmy’s concerns but tells him she doesn’t want to give up on his dad just yet. But Jessie comes back later looking glum after her date with Jimmy’s dad. She confides about the bad time […]
Anthony and Axel want to lose their virginities, but they’re having trouble finding girls. Concerned, their stepmoms, Aviana and McKenzie, step in to save the day. The women don’t want their boys constantly worrying about sex, and if losing their virginities means a healthy mental release, they’ll do anything to help. Their plan is taboo […]
Ricky (Spanish) is very close with his stepmom Brooke (Barclays), and he sympathizes with her over the news that dad is staying longer in Europe on business, rather than returning to take Brooke on vacation. It’s her birthday coming up, and Ricky presents her with a computer tablet he owned, wrapped up with a bow […]
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 […]
It’s Chloe’s birthday, and Aubry and Joshua couldn’t be more excited. Their stepmom is the best, and she’s a super-smoking hot babe. Chloe is grateful for her stepson and stepdaughter. They bring her gifts that will make for a fantastic birthday – specifically the pink vibrator. The three get right to messing around and having […]
Being a stepmom is not easy, especially when your family gives you a hard time. Vivianne is having trouble keeping the peace at home. Her stepson Nade watches porn at the family table and his stepdad can’t really stop them. Miles gets mad and shouts at his wife to take care of the situation. Vivianne […]
Peter and his girlfriend Ashley book a trip together and they invite Madison, Peter’s stepmom, to come over. It’s their first holiday together and Ashley wants everything to go perfectly with her man and her future mother-in-law, but something unsettles her: Peter is too horny around her and eats her pussy while his stepmom is […]
Chloe gets some lessons in stripping from her friend Frenchy. Chloe has wanted to learn for a while, and most of all, she wants to support her stepson, David. Frenchy and her own stepson have some bonding to do as well, so this is the perfect opportunity for both milfs to get closer to their […]
Nick Strokes is eating candy as his stepmom Jessica Ryan cleans up. He asks Jessica why chocolate bunnies are hollow. With a sultry smile, Jessica suggests that it’s so they can get filled with cum. It’s like a treat for milfs. Later, Jessica comes to Nick’s room dressed as a sexy bunny. She wants that […]
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 video games than clean, but when Marica shows him her big tits he’s ready to follow all her instructions. After making him tackle the dishes […]
Kai has been slipping up in school, and when his stepmom, Lolly, hears about it, she’s furious. Lolly demands an answer from Kai, wanting to know what his deal is. Kai admits he isn’t even sure he wants to go to college and tells Lolly he doesn’t care about school. All the while, Kai can’t […]
Parker and Jimmy are two geniuses who love using their wits for pervy stuff. Their latest invention is a pervy VR experience involving their hot stepmoms Alexa and Vivianne. In this Virtual World, they are kings and can grope them however they want to, with the chance to feel their big and juicy tits and […]
Ethan is just chilling by the pool naked like it’s normal; when his step mom Danielle comes home early from work. He quickly puts back on his boxers embarrassed. Danielle is more concerned about what he is hiding in them. She asks that he take it out and stop concealing whatever it is from her. […]
Jewell has issues with her stepson, Anthony. He’s a total perv and can’t control his cock – he’s looking to fuck 24/7, and it’s become an issue. Luckily, perv therapist Penny Barber is there to help. Penny is the best in the business, and her unorthodox tactics have been helping perverted stepfamilies conquer their issues […]
Ethan is in the backyard having a goon session, when he is interrupted by his step mom Elisa. She wonders why someone so handsome has to masturbate his life away instead of actually getting laid. Ethan tells her he has never really been good with girls and porn has always been there. Elisa lets him […]
Victor has a little issue when it comes to cumming – he just can’t help but cum too quickly. His stepmom, Channy, wants to help him out when she sees how down in the dumps he is. She’s a new-age Tiger Mom with a lot of focus on positive reinforcement, but she’s still traditional in […]
Jesse Pony wants a boy toy or two for Easter. She decides that her stepson, Joshua Lewis, and his friend Rion King will do just fine. She teases Rion with her body and then calls them over to help her with the Easter eggs. She gives them evidence of her fertility and makes it clear […]
A restaurant entrepreneur is about to open a bar where busty women will masturbate diners with their breasts. Sandra Paola takes the test to get a job there, recommended by her stepson.
Make step-mommy cum or else… It’s your 18th birthday, you remember Step-Mommy waking you up, then you vaguely remember rolling around bound and gagged inside of a trunk, and now you are finally coming into consciousness, tied to a table. You see an interrogation light, and the smell of some old dusty place with Step-Mommy’s […]
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 […]
A teen, Tyler Cruise, has recently begun dating a girl, Freya Parker, and Freya has mentioned that she likes dirty talk. But Tyler is TERRIBLE at dirty talk, and goes to his stepmom, Penny Barber, for tips. That’s when Penny hatches a WILD plan: Tyler will secretly wear an earpiece next time he and Freya […]
Elias is going through puberty but doesn’t seem to have any luck with girls. This troubles Sedona, his sexy and experienced stepmom, who doesn’t want her boy to miss out on his sex life. One day, after catching him rubbing his dick on the couch, she decides to show him what true women look like […]
Whitney Oc and her stepson Kai Jaxon have invited Sage Pillar her stepson Jay Romero over for Easter. The makeshift friend family starts taking photos, which get sexual fast as Kai begins stroking his stepmilf’s tits. When Sage and Jay notice what’s up, they are surprisingly fine with it. Whitney sends the stepsons away and […]
In the second part of “Stepson Takes His Shot At Stepmom Before She Leaves His Dad”, wannabe singer Alyssia continues to get fucked by her stepson Barry after making a sweet deal with him. She lets him eat her pussy and sucks his cock then hot brunette step mom gets fucked by her stepson in […]
Feeling torn between her husband and stepson, stunning stepmom Melissa Stratton has been secretly fucking Victor every time she has the chance. Today is no different, as Melissa gives him the look with her lustful eyes that she is there for the taking and Victor quickly slips off her soaked panties for another chance to […]
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 having a picnic with her stepson Sam Bourne. They both confess to the cameras that the week in the house has changed their opinions of each other. They initially agree […]
Alyssia wants to leave her husband and move to LA to pursue her life-long dream of being a famous singer. Her stepson Barry overhears this conversation. Alyssia is rehearsing in the living room, Barry sees her and starts to jack off to her. Alyssia catches him, and Barry comes up with a solution. He tells […]
Kai is so excited to introduce Eva, his new girlfriend, to his family. Perhaps a bit too excited, as he starts fingering her pussy as soon as they arrive home. Victoria, Kai’s stepmom, is watching from the distance, proud of how well she taught her boy. The bodacious MILF wants to welcome Eva to the […]
Mia is concerned about her stepson’s ability to talk to and interact with girls. Joshua is a sweet guy, but he has no game, and if that’s the case, he’s never going to get laid. Mia sets a plan into action and calls a friend. Mia thinks that her friend’s daughter, Skyler, would be a […]
Cutie Myra Moans is a stunning beauty who struggles with self-confidence. How to awake the sexuality hidden inside this chick? Her stepbrother, a fashion expert, overhears her lamenting about her inability to choose the right clothes and attract a boyfriend. In a bid to help, he offers his fashion expertise, and Myra eagerly accepts. Happy […]
Daya and Madison plan to surprise their stepsons, Jimmy and Joshua, with NBA finals tickets. Daya breaks the good news to Jimmy, her friend’s stepson, who is beyond elated. Daya goes to find Madison and Joshua, only to witness the unimaginable. Daya can’t believe what she’s seeing – her stepson and her friend going at […]
Sarah is an old-fashioned mom trying to raise her stepson Parker with religious values. Yet, the boy is going through puberty and he’s not focusing on his bible studies as he should be. Instead, Sarah discovers him watching porn on his phone, and to make things even worse, she realizes her boy has a thing […]
Honey I woke you up to ask you a question.. You’re always really honest. Maybe too honest sometimes… Do you think I’m hot? I know I’m you’re step mom and I probably shouldn’t be asking you this.. But your father just doesn’t seem interested in me anymore. Please just tell me what you think. I […]
Ethan and Kai are in the backyard playing video games. Step Mom Queen Rogue comes in and starts cleaning. She’s visibly attracted to Kai and shakes a little ass near him so he gets it. She asks to take him inside and upon entering she’s all over him. He’s definitely been eyeing her ass as […]
Elizabeth Márquez asked her stepson to take some photos of her dressed as a sexy Easter bunny. The young man got horny by seeing her big butt, and fucked her.
Maybe it was good you didn’t come to the girl’s lunch, some of my friends were telling crazy stories. One of my girlfriends has a new boyfriend who she said is fucking her ass every day. Can you believe that!? Sorry I shouldn’t be talking to my step son about stuff like this.. It just […]
Parker is looking to Kai’s fraternity, and neither of their stepmoms can be prouder of them. Cassie and Elana visit their stepsons in their dorm to give them their well wishes. But when the milfs see Kai putting Parker through the wringer, they step in to make things right. Elana knows Kai had to go […]
Nicky and Luna are hard at work, attempting to complete their school project. But Nicky is more scatterbrained than Luna and is missing many of his notes. He can get a copy from a friend, but that means he would need to leave Luna alone with his stepmom at the house. Carmela introduces herself, and […]
Jodie Johnson’s stepmom Richelle Ryan is returning from a long vacation and like a good stepson, Jodie has cleaned the whole house before she arrives. Once home, Richelle wants to have a little catch-up with her wholesome stepson. She asks him if he’s thought about her and if he’s been jerking off while she’s gone […]
Jewell Marceau is one horny wife that no longer gets sexual satisfaction from her husband. Luckily, her stepson (Tyler Cruise) has a big set of family jewels ready for his stepmom’s desires.
Veronica Leal has plenty of passion in her younger milf body. She also has the hots for her stepson, Charlie Dean. She finally actions on those desires when Charlie walks in on her mid-workout and begins making out with his new girlfriend, Lya Cutie. Turning so Charlie and Lya can see her ass perfectly, Veronica […]
Juan Loco thinks his stepmom, Venus Valencia is a witch. She wears black all the time, lights lots of candles, and can get Juan hard with a look. Dressed as the sexiest of witches, Venus goes around decorating the bedroom for Halloween. Once the horny milf has set the scene for seduction, she goes to […]
Trad wives Danielle Renea and Sheena Ryder are ready to bake. The ladies are all sex in the kitchen as Danielle licks whipped cream from her fingers and spills flour on her generous tits. Soon they are having a flour fight in the kitchen when their stepsons Dylan Ledger and Juan Loco come in. They […]
Devon (Elias Cash), who has been backpacking abroad, returns to his family’s home. He talks on the phone to his girlfriend, gushing about how smart and hardworking his stepmom, Gina (Syren De Mer) is. In fact, he thinks they’re a lot alike and can’t wait to introduce them sometime. He then ends the call as […]
Ricky Spanish is in the middle of gaming when his stepmom, Dee Williams, scolds him for making such a mess of everything. Frustrated, Dee starts collecting the trash around him, but Ricky gets an unexpected eyeful when it’s revealed that Dee isn’t wearing any panties under her VERY short skirt! Suddenly, playing video games is […]
Robby Apples (previously known as actor: Robby Echo) helps his new stepmother Ophelia Kaan move in, and lets slip in their chat that he thinks his dad is too old for her. She begs to differ, but at least the mom and son are bonding. “Was your ex-husband a boomer, too?” Ophelia explains that her […]
{Jennifer White introduces this tale of infidelity in voice-over: “I can feel my stepson’s eyes on me. Sometimes I wonder: am I the parent, or is this 21-year-old taking care of me?”.} Mikey (Jimmy Michaels) and Jennifer are driving at night to a rental house that he’s booked. As soon as they bring their luggage […]
A single stepmom, Brittany Andrews, complains to her stepson, Diego Perez, about the quality of romance novels, claiming that she could write them better — they’re just so unrealistic! Diego supportively encourages her to write her own romance novella and, feeling a burst of inspiration, Brittany commits to the idea. A few weeks later, Diego […]
All members of Lauren Philips and Haley Spades’ family have always paid special attention to Mother’s Day. But this time, the stepson and stepfather want to give Lauren something memorable. Unfortunately, their gift idea, a frying pan for Lauren, lacked the desired flair. And they were incredibly lucky that the charming Haley was there and […]
Cherry Kiss suspects that her stepson, Jimmy Michaels, may be addicted to porn, but when she sneaks onto his laptop to find out, she’s horrified to find that he’s not into just ANY porn… but ANAL PORN! She goes through Jimmy’s Adult Time account to learn more about his habits and is SHOCKED when she […]
Bianca Beauchamp is desperate to get her lazy stepson, Parker Savage, out of the house once and for all. All he does is lay about all day, eating food and playing video games. Enough is enough. That boy needs to spread his wings and get out in the big wide world- and if he isn’t […]
A widow, Lilah (Penny Barber), says goodbye to her stepson Darryl (Max Fills), who is going back to college after a period of mourning. As the weeks go by, Lilah feels lonelier than ever without Darryl in the house. She becomes desperate for intimacy and connection, so her friend Justine suggests trying A.I. companionship. Lilah […]
Parker has been feeling a little left out from the family lately, so Sohpia, his loving stepmom, throws him a nice birthday party. To do it, she recruits the help of her stepdaughter Scarlet and Yaya, Parker’s step-auntie. Unfortunately, none of his friends showed up because they forgot to send the invitations. The boy couldn’t […]
A recently-divorced stepmom, Sophia Locke, is trying to move on with her life when her stepson, Zayne Archer, confronts her about her upcoming marriage to another man. Sophia is thrown off by how upset Zayne is, thinking that he’s there on behalf of his parent to get them back together. But after some probing, she’s […]
Former prom queen and the most popular girl at school, Mandy can’t understand how her sex life went south. Her husband Scott is too distracted to give her what she wants, and no matter how much she begs him for cock, he just can’t take a hint. Ironically, her stepson Nicky is in a similar […]
Johnny was trying to make a documentary for his upcoming rap album. However, his stepmom, Kaden Kole kept interrupting. She even eventually kicked out his friend that was filming the whole thing. Since he was failing classes at his college she decided to be bit stern on him. However, things took a turn when they […]
Wasting no time at all, delicious curvaceous Latina milf and new stepmom Miss Raquel surprises her stepson Lucky out at the pool and just nonchalantly pulls his cock out and starts sucking it! Stunned Lucky lets her lead him back into the house by his meat, as she lets him know she will introduce him […]
Vivianne and Elias must go into an office for interrogation. It is suspected that they are guilty of shoplifting, so Jack, James, and Logan all step in to assess the situation. The men quickly discover that there is probable cause for the suspected crime, and thus, they conduct a cavity search. Both Vivianne and Elias […]
Ivy is known for inducing bad behavior in other men. And this young man was not an exception! How could he resist his gorgeous stepmom’s pleas? It did not take her very long to get him to remove her little tank top and panties and bend her over the kitchen table. He started exploring her […]
