Videos (dating my stepson season 2 juan s date with cassie del isla)

Luna Columbia wants to know her stepson is good with the ladies so she sets herself up as his date to test him in bed

Andi Avalon takes exception to her stepson calling her boring so she role plays the last time she cheated with his dick

Dani Jensen and her stepson Alex D prepare for Valentine's Day. When Alex's plans change, he seeks his stepmom's advice, leading to a heartfelt conversation. They create their own celebration, sharing laughter and warmth, emphasizing family bonding a

Nikki Nutz feels anxious about his date, but his stepmom, Alyssa Reece, encourages him to practice. They role-play compliments and light interactions, with Alyssa offering supportive advice on confidence and communication. By the end, Nikki feels mor

Kit Mercer visits her friend Vera King, reconnecting with her stepson Juan, who admires Kit. After a lighthearted reunion turns slightly tense due to personal topics, the trio shares playful moments and laughter, reinforcing their deep bond and suppo

Kristina Bell prepares for a special evening with Ryan Driller, applying lotion and makeup before slipping into a stylish minidress. Captivated by her beauty, they share a playful moment in the kitchen that ignites their chemistry, leading to an inti

Lady Lyne is aware of her stepson Charlie's crush on her, which complicates their dynamic. After discovering her dating life, Charlie confronts her about it, leading to a mix of emotions. Their relationship deepens as they explore feelings, boundarie

Alex and Liz shared a playful morning after an adventurous night, cooking breakfast together. They engaged in lighthearted banter, exploring their chemistry while exchanging affection and laughter. By the end, they appreciated their deepening bond an

Anissa offers to help her stepson Oliver choose a more appropriate outfit for his date. She selects a stylish shirt and shorts, encourages him to change his hat, and they bond while getting ready. This experience enhances their connection as they enj

Liv Revamped supports her stepson Jimmy in preparing for prom, handling his suit and easing his nerves. She shares light-hearted advice and encourages him to practice confidence. As the night arrives, she's proud to see him ready to enjoy the experie

Micky Muffin struggles with a jar of mayonnaise but is helped by her stepson Brady Bud. After an awkward moment, he leaves her space. Later, Brady surprises Micky with flowers for their one-month anniversary, leading to a deepening bond and moments o

Crystal Rush is working when her stepson Jayden asks for an allowance advance for dates. She advises him to seek someone with shared interests for deeper connections. Later, their discussion emphasizes the importance of mutual respect and building me

Alice Maze invites a companion home, anticipating a fun and intimate evening. She enjoys playful moments and shared connection, fully embracing the chemistry that develops between them.

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

Lizzy Licious cherishes a delightful outdoor date with her partner, followed by cozy moments at home. They share quality time filled with laughter and connection, celebrating their bond in a relaxed and joyful setting.

The Family Dating Game, hosted by Ryan Driller, features contestant Nathan Bronson choosing between bachelorettes Sawyer Cassidy, Molly Little, and Chanel Camryn. Nathan picks Chanel, only to discover she's his stepsister, leading to playful interact

It's an exciting night for Valentina Love, who has a date that she knows going into it she's going to fuck.

After a thrilling evening, Eva Shanti eagerly anticipates tender moments with her partner. As they embrace, their chemistry ignites, leading to affectionate touches and playful exploration. Their deep connection enhances their desire, culminating in

Spanish exchange student Juan Loco invites friends Eliza and Jane over for a fun study date. After confirming with his host dad, they share jokes, enjoy snacks, and bond over playful antics. They respect each other and tidy up before his host dad ret

Jasmine Daze prepares for a special date night by choosing a confident outfit and dancing to music. When her stepson Joshua enters, they chat about soccer, and after some light conversation, she teaches him dance moves, creating a playful and joyful