Videos (stepmom gina helps stepson tommy with his urges)

Jodie Johnson likes bossing her stepson around even more when she realizes how horny it makes him to fuck her

This episode of "Dating My Stepson" explores the deepening bond between Micky Muffin and Matthew Meier during their second date in a jacuzzi. Their playful interactions and shared laughter in a cozy setting highlight the growth of their affectionate

Ryan Keely, recovering from a knee injury, relies on her stepson Nick for daily support. As he assists her with tasks like moving her wheelchair and bathing, their bond deepens. Nick learns to provide care while ensuring Ryan feels comfortable, findi

Adira Allure is worried about her stepdaughter, Kate Bloom, and her shy relationship with Seth Gamble. To help, she offers friendly advice to improve their communication and affection. As Kate and Seth open up, Adira feels relieved and happy to suppo

Seth assists his stepmother Claudia and stepsister Kyler with chores, sharing playful banter. They later retreat to the bedroom to explore their feelings but are interrupted by Claudia. Back in the living room, their flirtation intensifies until Clau

Jay Romero unexpectedly encounters his stepmom, Charli Phoenix, in a private moment. She playfully asks him to help retrieve a toy, leading to light-hearted banter and an exploration of boundaries. They share mutual enjoyment and agree to keep the ex

Julia discovered a personal item in her stepson Van's room that led to a heartfelt conversation about his relationship struggles with his girlfriend Halle. She chose to support them, facilitating open discussions about intimacy, trust, and comfort, h

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

Melanie Hicks embraces her new life after remarriage and develops a playful bond with her stepson, Eddie. They share a fun day outside, applying suntan lotion and teasing one another. Through laughter and storytelling, they strengthen their family ti

Pristine Edge encourages her stepson, Jimmy, to date her friends. In this episode of "Dating My Stepson," Cassie Del Isla cooks with him and flirts, despite her usual preference for older men. The playful atmosphere fosters innocent attraction as the

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

Jayrock is startled to find his stepmother, Kayla Paige, on his computer. As he nervously asks her to close it, she notices the content and suggests it's just pop-ups. Their conversation shifts playfully, exploring their relationship boundaries and i

Tiff and her boyfriend Van decide to film a playful video but unexpectedly encounter Van's stepmom, Janet, who offers filming tips. Janet encourages Tiff to explore her skills, fostering a supportive atmosphere. The trio navigates intimacy and connec

Armani Black enjoys a shower and asks her stepson, Peter Green, for help washing her back. After the shower, she playfully acknowledges their chemistry, leading to a mutual exploration of desire. They share an intimate connection, embracing their att

Crystal Clark and Demi Diveena enjoy quality time while Crystal's stepson, Jay, plays video games. They playfully tease Jay, leading to lighthearted banter. As the evening unfolds, Demi becomes intrigued by Jay, enhancing their friendly and fun atmos

Armani Black, preparing to meet her fiancé's parents, initially chooses a bold dress but changes to a chic top and miniskirt after her stepson Jimmy suggests it may not suit his grandmother's taste. They share a warm connection while sharing chores a

In "Dating my Stepson," suitors aim to impress mothers before dating their daughters. In this episode, Jayden Marcos tries to win over Pristine Edge through a poker game. Their playful banter leads to a surprising connection, leaving viewers curious

In "Dating my Stepson," young men seek love by connecting with potential girlfriends' mothers first. This episode features Bunny Madison and Parker Ambrose enjoying a picnic and games, highlighting their chemistry and playful interactions, sparking c

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?

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