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Syren De Mer has a fun relationship with her stepson, Oliver Flynn, often showcasing his eagerness to help. When friend Pristine Edge visits, they engage in playful antics to capture Oliver's attention, leading to a light-hearted competition filled w

Lauren Phillips wants to keep her stepson, Ricky, awake for New Year’s. To engage him, she dons a lively outfit and sparks playful conversation. Despite his shyness, they share fun moments, moving to a relaxed setting to celebrate and enjoy the night

On Tony's birthday, he receives an unexpected gift from his stepmom, Victoria, which leaves him confused and embarrassed. After a conversation about boundaries and comfort, they agree to communicate openly. They set the gift aside and focus on streng

Tony feels unwell and asks his stepmom, Lolly, to stay home from school. Though skeptical, she agrees. After checking on him, she offers help, leading to unexpected moments that reveal the complexities of their relationship and the effects of miscomm

Oliver Flynn’s video "Three Steps to Impress Your Stepmom" inspired a sequel focused on his stepmom, Eva Long. He captures her attention with playful gestures, builds trust through reassurance, and offers compliments. Their connection grows through m

Jennifer White manages her stepson Typer and his friends Brad and Lucas after football practice. She prepares snacks, insists they clean up, and encourages them to shower together. After a fun shower session, they enjoy a lively dinner filled with la

Jessa Rhodes navigates a complicated relationship with her stepson, Lucas Frost, after an awkward encounter following her workout. They strive to address the misunderstanding maturely, leading Jessa to assert her boundaries and prioritize her comfort

Alexis and her husband Scott have an awkward encounter with her stepson Brad, leading her to excuse herself for a shower. Brad, feeling conflicted, hides but unexpectedly finds Alexis. After a tense conversation, their dynamic shifts. Later, Brad's g

Jay Romero seeks personal space from his stepmom, Christy Love, who feels responsible for his wellbeing. Despite his discomfort and request for privacy, Christy enters his room without knocking, leading to tension. As they navigate their relationship

Robby and his stepmom Kate bond over ice cream, exchanging compliments and playful banter about their interests and outfits. As their interactions grow, tension builds between them, marked by teasing and flirtation. Their innocent fun develops into a

Madi Collins is eager to celebrate the new year with some adventure. She invites her stepbrother, Nick, to watch the ball drop together, hoping to create lasting memories. They share playful moments, strengthening their bond as they welcome 2024.

Kimmy Kimm and her boyfriend Ricky Spanish face off in a playful arm wrestling match, caught by Ricky's stepmom, Ember Snow. She introduces leg wrestling and a squat challenge, leading to wardrobe mishaps and playful banter. Their friendly rivalry co

Parker Ambrose pretends to be sick in bed when his stepmom Gia Venetia enters, expressing concern after feeling his warm forehead. She comforts him with a hug and later brings soup and crackers, sharing playful moments that lift their spirits and hel

Joshua Lewis asks his stepmom, Claudia Monet, to support his unconventional idea of her observing him with another woman, Pristine Edge. Claudia agrees, offering guidance and commentary as the interaction unfolds. She encourages them and eventually s

Oliver Flynn enjoys college life at home with his charming stepmom, Mandy Waters. Their playful interactions, including fun exercise sessions, spark a growing connection. As Oliver develops feelings for Mandy, they navigate their relationship with mu

Jodie is preparing for an exam when his stepmom, Lauren, visits to check on him. They discuss the value of studying and take a break to pick an outfit for her night out, sharing laughs about fashion. Lauren motivates Jodie to refocus, making him feel

Micky Muffin, married to Brady's dad, struggles with feelings for her stepson, Brady. Their awkward encounters lead to tension as boundaries blur, complicating their relationships and forcing them to confront the emotional undercurrents of their situ

Cory eagerly prepares a festive New Year's Eve, dressed to impress in hopes of catching her stepson Diego's attention. She adds a fun surprise behind a curtain, creating a playful atmosphere. Their light banter leads to a joyful celebration as they w

Jade Greene has a crush on Jason, her stepson's football friend. She surprises him with chocolates and enlists Coach's help for the game. Despite Jason's reluctance, Jade's charm and enthusiasm shine as she motivates him to support her stepson, highl

Ann Joy casually enters the living room, looking for something while playfully calling her stepson Charlie by a nickname, which makes him uncomfortable. They chat about her outfit, and Ann notices Charlie's flustered state, leading to a warm exchange