Videos (stepmom teaches stepdaughter about self care and intimacy in a steamy encounter with a young couple)

Busty mommy Bunny Madison quizzes her daughter's BF about his intentions then rides his cock to establish dominance

Mandy Waters desires a family, but her husband's frequent absences complicate things. During her fertile period, she considers an unconventional option involving her stepson, Juan. Their interactions lead to a deep exploration of emotions and complex

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

Anna Stelman enjoys sharing snacks with her stepson and loves having fun together. While she's happy to provide treats, she values playful interactions that enhance their delightful experiences beyond just enjoying snacks.

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

Allie Addison is ready for a night out but realizes she must finish her chores first. Dressed stylishly, she tackles her tasks while teasing her stepbrother, Rion King. Their playful banter and shared laughter strengthen their sibling bond as they en

Tony Fontana and Kenna James enjoy an evening with friends Chad Alva and Skyler Storm. They share life updates, and Kenna discusses insights from a relationship book, leading to playful activities and laughter. The night ends with memorable moments a

Jay Romero prepares a thoughtful Valentine's Day gift for his stepmom, Alexa Payne, including a cozy sweater and scented candles. He surprises her with elegant lingerie, but she declines to try it on. They share a lighthearted moment, hinting at mutu

In "Dating My Stepson," three mothers and stepsons tackle relationship dynamics. In this episode, Shalina and Micky compete for Matthew's attention but eventually team up, sharing time with him and fostering a lighthearted atmosphere. Their playful r

Vanessa Cage made lunch for her disrespectful stepson, Jason, and encouraged him to be more proactive. Despite lighthearted banter, boundaries were tested. Recognizing the need for respect, Vanessa aimed to foster a better dynamic in their relationsh

Whitney and her stepson Kai hosted Sage and her stepson Jay for an Easter celebration filled with fun photos and joyful moments. Whitney and Sage shared meaningful conversations about family dynamics, while everyone enjoyed games, laughter, and suppo

Kendra Heart is frustrated with her husband and stepson for not helping at home. Dressed casually, she cleans when her stepson Parker unexpectedly arrives. They engage in playful banter, and as the day progresses, they share humorous moments, navigat

Maya Woulfe, this month's feature, showcases her fitness enthusiasm in a cute workout outfit while filming a yoga video with boyfriend Ryan Mclane, who struggles to stay focused. Their playful chemistry leads to laughter and intimate interactions, st

Jena LaRose enjoys keeping her home tidy. Concerned about her stepson Ricky's downcast mood, she offers support and tissues. After noticing they were untouched, she checks in, encouraging him to share his feelings. They have a heartfelt talk, finding

Raul, Isabella, and experienced Leo embark on a new adventure together. While Raul feels unsure, Leo fosters a warm atmosphere, encouraging playful engagement and open communication. Their shared experience is filled with laughter, connection, and tr

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

Myra is eager to showcase a stylish outfit to her long-distance boyfriend but pauses to check on her stepbrother Nick, who's feeling down. She engages him in lighthearted conversation to cheer him up, maintaining their sibling bond and balancing her

Ricky Spanish is healing from an injury, with his stepsister Ashley playfully teasing him about taking it easy. After a mishap with a juice bottle, they share awkward moments while he helps her tie her bikini, revealing their uneasy yet humorous rela

Karina King is in her room when her stepson, Alex Charger, comes to ask about laundry. Their chat turns playful as Alex inquires about a statue. Karina reminisces about a college trophy for her party spirit, leading to teasing banter that deepens the

Annie King asks her stepson Elias Cash about his Christmas wishes. He hints at a special someone, while she humorously requests something unique. Later, she surprises him with a playful gift in his stocking. They share a joyful, festive moment, embra