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In "Dating my Stepson," the guys must win over their date's mother first. Millie Morgan sets up a fun date with Parker, featuring palm reading and an outdoor massage. They bond and share laughs, but Parker reveals hesitations about dating Millie's da

Sawyer Cassidy and Eva Generosi are swingers who have invited Emma Rosie and Melody Marks for a lesbian playdate

Tory Sweety gets to act out the fantasy of being a newlywed on her honeymoon where she seduces her husband

In this video I get spoiled with the incredible Nicole Doshi and Penelope Woods together.

Parker Ambrose faces a dilemma choosing between potential stepsisters Jade Maris and Scarlett Alexis. Jade starts the evening playfully, but Scarlett's sudden entrance shifts the mood. Scarlett confidently engages Parker, leading to a charming connec

Angel Windell asks her stepbrother, Joshua Lewis, to help her take pictures of her new shoes for social media. After a fun photography session, they watch a movie together, enjoying each other's company. Their time is interrupted when Angel's mom une

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

After a long day, Jason looks forward to relaxing at home but encounters Lady Bug, who wants a vase he bought to add to his collection. In a light-hearted exchange, they discuss boundaries, leading to unexpected camaraderie and laughter before she sl

Alyssia Kent and Vanna Bardot, dressed in stylish lingerie, grab Matt Denae's attention and head downstairs in high heels. They engage in playful banter, sharing laughter and exploring a strong connection, creating a dynamic atmosphere of joy and cam

Quinn Wilde, Alex Legend, and Karlee Grey share a playful morning in bed, filled with laughter and affection. Karlee, dressed in elegant lingerie, helps wake Alex, leading to sweet moments and light-hearted fun as the trio connects and enjoys each ot

Fez finds old cookies and is pleasantly surprised when Laurie arrives, leading to playful interactions. After a brief interruption from Kitty and an unexpected visit from Jackie, the mood shifts. Laurie and Jackie suggest fun games, creating a lively

Vivianna Mulino moves in with her father's friend, whose structured approach clashes with her laid-back style. After overhearing her intimate phone call, he seeks to guide her in focusing on life's demands. Their journey unfolds through playful bante

Avery Moon wants a tattoo but lacks funds, so she takes money from her brother without asking. He confronts her about the missing money and her tattoo, prompting a discussion on trust and responsibility. They both learn about honesty and the importan

Maddie Winters seeks therapy and finds herself more interested in her therapist, whom she finds attractive. They establish a unique relationship that explores boundaries, trust, and intimacy while focusing on her personal growth and healthier future

Elizabeth tidies up while her stepbrother Tyler appears upset. After a supportive conversation, he joins her and friend Adria, attempting a lighthearted prank that leads to fun interactions. Tyler shares massage techniques, and they all enjoy a respe

Charlie enjoys time with friends but needs solitude sometimes. His plans are interrupted by Alan and Judith, leading to an unexpected visit from Liz, who flirts with him. As intimate moments unfold, Judith surprises them, joining the fun and adding e

Monica and Phoebe enjoy an afternoon while Phoebe practices guitar. Rachel joins, seeking advice about Ross, leading them to discuss family names and reminisce about Joey. Their conversation becomes playful, as they express mutual attraction, bond, a

Alex is a daydreamer who often struggles to focus on studies and finds herself in amusing situations, especially around Xander. To help her, Brandi acts as a mentor, encouraging open communication and strengthening their friendship through fun and me

Rion King relaxes in bed chatting with a friend when his stepmother, Nina Elle, playfully tries on outfits. When Rion's girlfriend, Alexa Grace, arrives, Nina suggests a fun bonding session. The trio shares laughter and affection, creating memorable

Liza Rowe and her stepbrother Justin Hunt struggle with sleeping arrangements in their hotel room. After deciding to share a bed, they grow closer through quiet conversations. The next day, a playful shower scene further deepens their bond, leading t