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Juan enters his stepmother's room, where Xochi is moisturizing. Their connection is clear, but she warns him about her husband Ken’s imminent return. They share a playful intimacy until Ken arrives early, prompting Juan to hide. After Ken leaves, the

Ricky Spanish hears odd noises from his stepmom Melissa's room and curiously knocks. After a light exchange about helping around the house, they bond over playful conversation, sharing laughter and enjoying each other's company, strengthening their r

Crystal Clark and Pristine Edge celebrate Oktoberfest with enthusiasm, while their stepsons Jay Romero and Parker Ambrose are less involved. The women share playful banter and enjoy a movie night filled with humor and uplifting conversation, strength

After a workout, Ethan wants to refresh with a drink and shower, but his stepmom Chloe has her own plans. She admires his athleticism, leading to an intimate connection between them, filled with affection and closeness, culminating in a tender moment

Max Fills navigates his relationship with his playful and flirtatious stepmom, Crystal Rush. After asking her about Valentine's Day, he feels unclear about her intentions. Their interactions lead to discussions on understanding boundaries and respect

In "Dating My Stepson," contestants seek love by first charming their partner's mother. This episode spotlights Juan, who impresses Tiffany's mom, Cassie, by creating romantic gestures. Their chemistry blooms with laughter, leading Cassie to approve

Caitlin Bell and Sonia Sparrow, new stepmoms, embrace friendship while navigating their roles with their stepsons. They share laughter and camaraderie, appreciating each other's kids. A playful cleaning game helps the boys bond, leading to joyful sha

Jenny Doll charms audiences with her confident style and playful personality. Renowned for her fashionable miniskirts, she creates an engaging atmosphere and enjoys connecting with her fans, making each encounter exciting and memorable.

This season of "Dating My Stepson" features a twist where potential partners must impress their date's mother first. Cherry, Lindsay’s mother, takes Parker on a fun dinner date with s’mores and games, allowing them to bond and explore their connectio

Pristine Edge encourages her stepson, Jimmy, to date her friends on "Dating My Stepson." Surprisingly, her final date is with Jimmy. They start awkward but become playful as Pristine discovers he’s dated her friends. After a heartfelt admission of fe

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

This episode of "Dating My Stepson" explores the deepening bond between Micky Muffin and Matthew Meier during their second date in a jacuzzi. Their playful interactions and shared laughter in a cozy setting highlight the growth of their affectionate

Pristine Edge encourages her stepson, Jimmy, to date her friends. In this episode of "Dating My Stepson," Cassie Del Isla cooks with him and flirts, despite her usual preference for older men. The playful atmosphere fosters innocent attraction as the

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Pristine Edge sets up dates for her stepson, Jimmy, to help him find romance. On his first date with Sarah, they enjoy a couple's massage. Initially nervous, Jimmy’s awkwardness leads to a playful moment when Sarah joins him on the table, making the

Angel Rai takes time to unwind before bed, enjoying soothing movements and gentle touches that help her relax and embrace a peaceful state as she prepares to sleep.

Jayrock is startled to find his stepmother, Kayla Paige, on his computer. As he nervously asks her to close it, she notices the content and suggests it's just pop-ups. Their conversation shifts playfully, exploring their relationship boundaries and i

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

Jake Adams navigates a complicated relationship with his bold stepmom, Vera King, whose unconventional behavior adds tension at home. When new maid Winter Jade enters the scene, both women take a keen interest in Jake, leading to awkward yet humorous