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Madison Wilde's parents set her up on a blind date with Lucky Fate to distract her from Parker Ambrose. As they share a foot soak and face masks, Madison enjoys Lucky's attention, creating a strong connection. This experience prompts her to reevaluat

Jay searches for his phone in the kitchen when his stepmom, Andie, offers to help if he does her a favor. They share a playful moment before Andie hints at a plan to meet up after her husband's meeting. Their fun escalates until her husband unexpecte

Sophia Locke is creating a list of baby names when her stepson Jayden and his friend Parker propose fun challenges. She agrees to join in, adding to the playful atmosphere with her outfit. Together, they enjoy laughter and memorable experiences, stre

Desiree Dulce is suspicious of her daughter's boyfriend, Diego Perez, possibly taking her belongings. When she confronts him, they engage in a playful and flirty exchange, leading to a fun adventure that deepens their connection and ends with mutual

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?

Bianca and Chanel are crafting their Halloween costumes and showing off accessories when Juan unexpectedly visits. He checks out their cardboard haunted castle, compliments their creativity, and joins in the fun as they prepare for an upcoming Hallow

Witchy babe Venus Valencia tells her stepson she wants him to be her boy toy for Halloween then rides his hardon

Ashley Alexander loves Halloween for the chance to dress in slutty costumes and fill her pussy with stepbro's cum

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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

Juan and Nade relax on the couch until their stepmoms, Crystal and Isabel, ask them to sit on the floor. Later, the stepmoms join the boys and, through playful interactions, teach them about caring relationships. They share laughter, bonding as a fam

Parker and his stepsister Cecelia enjoy playful wagers, with Parker winning this time. Despite his intent to end the bets, Cecelia raises the stakes the next day, relishing their competition. After a twist in their latest game, their fun dynamic cont

Marina Gold practices yoga in the kitchen when her stepbrother Alex Charter joins, feeling down. She aims to cheer him up with playful banter, despite their earlier agreement for it to be a one-time occurrence. They move to the couch, deepening their

Penelope and Selena hosted a fun whipped cream taste test, inviting Selena's stepbrother Ricky to identify different flavors. Dressed in matching outfits, they enjoyed the playful competition and created memorable moments filled with laughter and fri

Max and his stepmom, Cherry, have a study session interrupted by a coffee spill. After he declines a refill, Cherry expresses her coffee preferences. As they study, the atmosphere becomes charged, leading to playful affection and an exploration of th

Bianca and her stepbrother Elias spend the evening in their van when a security guard asks them to leave. To lighten the mood, Bianca jokes with the guard and invites him to stay a bit longer. They share laughs, keeping the atmosphere friendly and re

Robby Echo enjoys coffee when his girlfriend, Lana Smalls, and her friend, Chloe Temple, come home playfully. They cheer him up with lighthearted antics, and after some laughter, move to the couch, sharing compliments and creating joyful memories tog

Melody Marks and Selena Imai relax on the couch, chatting with Parker Ambrose about his ideal date. Later, they invite him to help pick outfits for a date and tease him about possibly going out with him, leading to a fun fashion consultation filled w

Roommates Ashley and Juniper discover unexpected Valentine's gifts from Juniper's stepbrother, Lucky. After realizing the mix-up, they share laughs and light-hearted moments, leading to a fun and flirty evening that strengthens their bond and celebra

Isabel is caring and ensures Juan is comfortable, even offering him a sweater. One day, she playfully checks on him in her silky nightie and suggests he brings her a treat to lighten the mood. Their fun, laughter, and warmth lead to a playful time in