Videos (stepson surprises stepmom with moving out she propositions him for sex instead)

Jennifer Mendez washes dishes while her stepson, Sam, does homework. Noticing her stylish outfit, he playfully engages with her. He offers a massage when he sees she's tired, prompting a light-hearted exchange. They move to the living room to relax,

Crystal practices yoga in the living room due to space issues, leading to discomfort for her stepson, Jayrock, about her attire. They discuss their feelings and boundaries, agreeing on the importance of respecting each other's space and keeping their

Ricky's private moment is interrupted by his stepmom, Rachael, who playfully prompts him to share what he's hiding. After a light exchange, she returns in a stylish outfit, fostering flirtation between them. Their playful banter highlights a fun, unc

Riley Jacobs notices many socks missing and discovers an unexpected issue with them. She decides to confront her stepson, Jayrock, about it. Their conversation is awkward but necessary, leading to a mutual understanding and relief as they navigate th

Michelle, a college student, is surprised by a letter about a financial obligation. Her stepbrother Tony visits, but declines to help her. Later, she shares news of a job opportunity, seeking his support. Their conversation leads to an intimate explo

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

AJ struggles to bond with his social media-savvy stepmom, London River, who sees him as an inconvenience when he brings his girlfriend, Vina Sky, home. Tensions rise when Vina's mishap in the kitchen leads to complications, prompting exploration of t

Brittany Andrews, a supportive wife and stepmother, engages her stepson Justin in a light-hearted family discussion about relationships and personal boundaries as he prepares for college. She shares insights to help him navigate challenges, emphasizi

India, a devoted mother, faces an unexpected moment when her stepson Logan playfully engages with a pie she made. This leads to a chaotic dinner with Logan's girlfriend Emma, where playful banter and underlying tensions challenge their relationships

Tiffany Watson shares a playful video of herself, leading her stepbrother T Stone to hear about it through friends. Instead of confronting her, he playfully teases her, sparking mutual attraction. Their lively interaction showcases their chemistry an

Alexis Fawx tries to discuss manners with her distracted stepson, Jason, but frustration mounts as he doesn't engage. The conversation escalates into a confrontation about respect. Just as tensions peak, a call from his dad interrupts, prompting refl

Damon Dice planned a romantic surprise for Valentine’s Day with a candlelit path of rose petals leading to a cozy setting. Emily delights in the thoughtful gesture and changes into a lovely outfit Damon gifted her. They share playful moments, laughte

Tony is upset after his dad and stepmom take away his TV and games. Jesse tries to explain their reasoning, but Tony struggles to accept it. As they navigate their tense relationship, they face challenges in communication and setting boundaries, high

Lacey London and her stepson Tyler Cruise are drawn to each other despite the age gap. Tyler is hesitant at first, but during a casual moment in the bathroom, they explore their mutual attraction. Their chemistry reveals the complexities of their evo

Diana Rius surprises her boyfriend Matt Denae with a birthday cake, dressed playfully. They share laughter while exploring an adventurous way to enjoy the cake, leading to playful interactions. Their celebration is filled with joy, affection, and che

Molly and Angel prepare for a New Year's party, excitedly decorating and chatting. They playfully challenge Nathan, Molly’s stepbrother, to complete a task before midnight. He succeeds and brings out a bubble blaster, sparking joy and laughter as the

Scarlet Skies showcases her impressive flexibility and strength during a yoga session, exuding enthusiasm. As the workout intensifies, she opts to shed some layers of her attire for comfort, fully immersing herself in the routine.

Amber Stark plans a sweet surprise for her stepdad on Valentine's Day using chocolates for a message. When stepbrother Ricky interrupts, he threatens to expose her. A playful scuffle ensues, filled with banter and teasing, highlighting their sibling

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

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?