Videos (stepmom helps awkward stepson prepare for school dance)

Gigi is picking outfits for her honeymoon while her stepson, Jayden, observes and shares his favorites. Despite Gigi's worries about changes after marriage, Jayden stays optimistic. They bond over outfit choices, leading to playful moments and reflec

In "Dating My Stepson," men must impress their date's mother first. In this episode, Rebecca and Alex enjoy a fun evening playing pool, leading to flirtation and shared laughter. They express mutual interest, leaving open the possibility of future da

Nikki and Sam visit their stepmoms, Sharon and Zlata, who reminisce about their college days. As the women share playful moments and a lighthearted kiss, Nikki and Sam observe with interest. The group enjoys fun interactions, exploring boundaries whi

Annie King and her stepson Jodie Johnson had a fun holiday weekend together after Annie's husband canceled his plans. They bonded while applying sun protection for a barbecue, with Jodie grilling and the two sharing laughter, creating warm memories.

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

Piper Press prepares breakfast for her stepson, Oliver. Noticing his distraction, she playfully teases him. Their lighthearted banter continues as they move to a bedroom to chat more privately. They bond over stories, laughter, and camaraderie, empha

Myra Moans, a spirited natural redhead and recent graduate, enjoys the nostalgia of wearing her high school cheerleading uniform. With her lively personality and playful charm, she's eager to provide fun and engaging experiences for everyone.

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Jessie Volt, an alluring blonde, captivates her partner with a mesmerizing dance that highlights her confidence. As they share an intimate connection, she playfully expresses her affection, culminating in passionate moments that leave them both satis

When Penny Barber discovers her husband is cheating she sits him down and fucks his stepson while he watches

Riley Reid and her dance partner Damon Dice enjoy a playful practice session filled with chemistry and flirtation. Utilizing the balance bar, they enhance their routine while deepening their connection, leading to a joyful experience and a warm excha

Tyler Nixon's work call is interrupted by his playful girlfriend, Maya Bijou, leading to a sweet, flirty moment filled with affection and laughter. They cherish their intimacy on the couch, teasing and embracing each other, deepening their bond and c

Gina Valentina playfully messaged her stepbrother Tony's girlfriend about his loyalty. In response, Tony pretended he'd won a lottery, leading to a fun exchange. Gina jokingly asked for a share and danced humorously, creating laughter. Ultimately, To

Reagan Foxx celebrates her new work contract with her stepson, Lucas Frost. After a warm hug, they share a cozy chat on the couch that initially feels awkward. Reagan lightens the mood with playful teasing, leading to laughter and a deeper bond, crea

When Bunny Madison's husband cancels their dinner date the busty mama turns to her stepson to breed her pussy

Kiara Cole and her stepmom Lexi Luna share a close bond. When Kiara leaves to grab laundry, her boyfriend Nathan chats with Lexi, leading to playful banter. Kiara's return reveals their supportive relationship, easing Nathan's nerves. Their interacti

Rico Hernandez and Apollo Banks humorously navigate their stepmoms' mistaken belief that they're a couple. Aiden Ashley and Kenzie Taylor suggest they swap stepsons for a day. The resulting mix of playful challenges and quirky activities fosters laug

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

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

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