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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

Theodora Day is excited for some alone time at home, but her plans change when her stepbrother, Juan, arrives. Instead of being alone, she visits him, and they share a playful and unexpected moment of connection, exploring their bond in a fun, lighth

Christy Love and Crystal Clark talk about their disappointing Mother's Days and the challenges with their stepsons. They plan to help Ricky and Anthony improve their dating skills. The conversation becomes light-hearted as they focus on communication

Rissa May and Scarlett Alexis enjoy a coffee date when a delivery of flowers, chocolates, and a card arrives. Robby Echo shows up, and Scarlett invites Rissa to join their Valentine's dinner. The trio shares laughter and deepens their friendship, cel

Jodie Johnson seeks a new stepsister and explores Anna Claire Clouds' distinctive, alternative style. Initially intrigued yet uneasy, he discovers her self-care items and enjoys conversations about astrology. They bond over their differences but deci

Maya Woulfe feels low after her breakup as Valentine's Day nears, so she spends time with her friend Liz. When Liz's boyfriend Robby joins them, he suggests they stay in for dinner. The night turns playful and fun, lifting Maya's spirits as they bond

Rebecca Volpetti spices up her routine by live-streaming a playful, blindfolded session with her boyfriend, Thomas Stone. Their chemistry shines through as they share laughter and affectionate moments, creating a fun and engaging experience for both

Sierra, doing dishes while her stepson Juan watches, maintains a playful yet appropriate banter. After asking him to leave for space, she dresses up for dinner, leading to a teasing conversation that deepens their connection before reminding him of t

Penny Barber seeks connection with her stepson, Max, often visiting his room for snacks and conversation. As their playful banter evolves, they both become aware of their feelings and aspirations, confronting the challenges of their unconventional bo

Kyler Quinn is eager to reconnect with her ex, Nathan Bronson, when he interviews for a job at her company. Despite Nathan's current relationship, their chemistry resurfaces during the interview. They share playful banter and ultimately consider a ca

Maria and Codey, on the couch, engage in a conversation about their relationship's next steps. As she expresses her feelings, Codey becomes more attentive. They lean into intimacy, sharing playful moments and deepening their bond through laughter and

Molly Little, distracted by her charming history tutor Ken Feels, seizes the moment as a thunderstorm approaches. She playfully draws closer, sharing a light kiss and shifting to a more relaxed, fun atmosphere. Their banter reflects the growing chemi

Chloe Rose borrows a charger from her stepbrother Jay Romero and finds unexpected items, sparking her curiosity. She invites him to a movie night, leading to playful banter and flirtation. They enjoy a relaxed evening, deepening their understanding o

Tyler Cruise gathers his stepsister Maria's laundry and reflects on it. When Maria enters, she takes the hamper to do her chores. Later, Tyler returns her clean clothes and they share a playful conversation in her room, highlighting their light-heart

Hailey Rose develops a crush on her stepbrother Juan and playfully teases him to get his attention. Their light-hearted interactions lead to a deeper connection, allowing them to explore their feelings in an enjoyable and consensual manner, leaving t

Karina King is secretly chatting online, which her stepson Alex accidentally discovers. Their brief but intense conversation leads to emotional upheaval and unexpected feelings between them. As they navigate their complicated bond, they confront fami

Ashley and her stepbrother Juan Loco bond while washing dishes. They chat about attraction, relationships, and share lighthearted fantasies, making each other laugh. Their playful banter creates a fun, friendly atmosphere, deepening their connection.

Jayden and his friend Parker surprise Jayden's stepmom, Sydney, by cleaning their house for Mother's Day. Touched by their effort, Sydney playfully joins in their banter about dating, fostering laughter and camaraderie. They share a memorable day of

Thick and curvy Brittany Andrews climbs into bed with her stepson to take care of his morning wood with her hot pussy

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