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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

In this episode of "Dating My Stepson," Micky Muffin and Alex Charger bond over a round of golf. Despite a mishap with her swing, they share playful moments and laughter, leading to a growing chemistry. Watch their connection develop on this unique o

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

Andi Rose is the featured fantasy for February, exuding confidence in a delicate robe as she shares playful and affectionate moments with Sam Shock. Their connection grows through gentle kisses and sweet touches, filled with laughter and mutual appre

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

In "Dating My Stepson," suitors must impress their girlfriend's mom first. In this episode, Shalina tests Alex with a truth or dare game, revealing his relationship history and dietary choices. They enjoy playful moments, but will it lead to romance?

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

In "Dating my Stepson," suitors aim to impress mothers before dating their daughters. In this episode, Jayden Marcos tries to win over Pristine Edge through a poker game. Their playful banter leads to a surprising connection, leaving viewers curious

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

In this season of "Dating My Stepson," three stepsons and their stepmoms navigate complex relationships. In a recent episode, Alex and Shalina share a candlelit dinner, where initial awkwardness turns to a budding romance marked by a sweet kiss, high

Christie Stevens and her stepson Tony faced an unexpected challenge when their flight was canceled, forcing them to share a hotel bed. As they navigated the awkwardness of the situation, both tried to find comfort and support each other despite their

Sophia Locke faces a dilemma with her stepson, Parker, over an owed debt and proposes unconventional ways to settle it, surprising her friend Anya and Anya's stepson, Anthony. During a board game night, playful banter turns risqué, fostering laughter

Megan Rydes has a distinctive style, often incorporating delicate lingerie under her everyday attire. This charming detail is known only to her inner circle. Her confidence and grace may leave you wanting to share more special moments with her.

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

Odessa returns home feeling down, and her boyfriend Sam notices. He offers a comforting foot massage, easing her mood. Their intimate moments together lead to laughter and deeper connection, fostering a warm and loving atmosphere as they enjoy each o

Fun sized Nikki Nicole finds her BF washing dishes and decides he needs his cock sucked and then a nice stiffie ride

Lana Smalls has a playful crush on her stepbrother, Sam Shock. While doing laundry, she flirts and asks for his help. Sam is surprised but joins in the fun. Their teasing leads to a deeper connection, and they share joyful moments, though Lana remain

Sofi Ryan seizes a chance to spend time with Sam Shock during a study session, trying to catch his attention with playful hints. After a coffee spill brings them closer, they continue their session in a relaxed setting, enjoying a fun and memorable c

LaSirena69, in lacy lingerie and a robe, playfully captures Sam Shock's attention while he works. Despite his focus, her charm becomes irresistible as she creatively engages him, leading to playful teasing and deepening chemistry, ultimately sharing