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Syren De Mer has a fun relationship with her stepson, Oliver Flynn, often showcasing his eagerness to help. When friend Pristine Edge visits, they engage in playful antics to capture Oliver's attention, leading to a light-hearted competition filled w

Jennifer White manages her stepson Typer and his friends Brad and Lucas after football practice. She prepares snacks, insists they clean up, and encourages them to shower together. After a fun shower session, they enjoy a lively dinner filled with la

Kimmy Kimm and her boyfriend Ricky Spanish face off in a playful arm wrestling match, caught by Ricky's stepmom, Ember Snow. She introduces leg wrestling and a squat challenge, leading to wardrobe mishaps and playful banter. Their friendly rivalry co

Rachel Cavellis stepson swears hes not using her shampoo to jerk off but he still accepts her help to get off instead

Busty babe Gigi Dior is having an affair with the repairman and is happy to extend that to her horny stepson

This season of "Dating My Stepson" introduces a twist where contestants first date the mom before meeting her daughter. Featured mom Texas Patti is excited to connect with someone adventurous. During fun activities, Alex feels a strong connection wit

Annie and Bunny, in colorful swimsuits, apply suntan lotion as stepsons Jayden and Parker watch before heading to the pool. Annie reminds the boys to leave their phones behind. They later find amusing photos, leading to playful teasing. The day unfol

Pristine Edge and Sophia Locke return from shopping to find their stepsons, Jimmy and Juan, engrossed in video games. Teasing the boys about their gaming habits, they change into tennis outfits, leading to a fun, lighthearted game. The women provide

Hotblooded Hungarian stepmom Shrima Malati will do anything for her stepson right down to blowing and fucking him

Sadie Ambrose prepares for a night out, applying moisturizer and dressing up. Her stepson, Parker, offers to help with her zipper and playfully inquires about her plans. Their interaction leads to humorous misunderstandings, highlighting family dynam

Tiffany Fox enjoys relaxing baths and playfully suggests her stepson, Peter Green, join her in a bubble bath he prepared. They share a light-hearted experience, bonding and enjoying each other's company, which leads to further playful interactions an

Busty and horny Micky Muffin wants orgasms and a baby so badly she'll fuck her stepson to get his creampie

Sophia Locke is creating a list of baby names when her stepson Jayden and his friend Parker propose fun challenges. She agrees to join in, adding to the playful atmosphere with her outfit. Together, they enjoy laughter and memorable experiences, stre

Lindsey and her boyfriend Cody share a warm moment when her stepmom, McKenzie, unexpectedly enters. Encouraged by McKenzie’s playful guidance, they explore intimacy while sharing insights and laughter. The trio strengthens their bond, creating joyful

In "Dating my Stepson," young men seek love by connecting with potential girlfriends' mothers first. This episode features Bunny Madison and Parker Ambrose enjoying a picnic and games, highlighting their chemistry and playful interactions, sparking c

Nickey Huntsman is getting ready for the day while her stepson Ricky plays video games. Her friend, Juan Loco, arrives, and they catch up. Ricky joins in, and they all share playful banter and laughter, highlighting friendship and family bonding.

When Ivy Ireland admits to her stepson she was a wild sex fiend in college she realizes she wants to be one again

Sheena Ryder is a cheerful woman who loves tidying her home. Her stepson Rion notices her joy, leading to light-hearted conversations about new beginnings. Sheena suggests spending quality time together, encouraging Rion to be brave and open-minded,

This season on "Dating My Stepson," Kira and her stepson Matthew enjoy a casino-themed night filled with playful rivalry and unexpected chemistry. As their bond deepens, they share affectionate moments that highlight the complexity of their relations

When horny cougar Lilly James runs out of vibrator batteries mid masturbation she turns to her stepson to finish her off