Videos (stepmom ivy ireland gives stepson a special helping hand)

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

When Savanah Storm discovers her stepson shrunk her dresses she likes how it makes him stare at her big tits and twat

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

This season on "Dating My Stepson," Kira and her stepson Sam enjoy a fun outing that begins with a scenic boat trip. After an accidental fall into the lake, they share playful moments indoors, strengthening their bond with laughter and flirtation, hi

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

Payton Preslee is devastated by her husband's infidelity, including betrayal by her sister. While caring for her stepson Charlie, she feels angry and plots her next moves. Together, they embark on an unexpected journey, exploring trust, loyalty, and

Alex Mack is adjusting to life with his young stepmother, Skylar Snow, with whom he feels a strong attraction. Their relationship becomes complicated as affection grows, leading to intimate moments that challenge family boundaries, prompting them to

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

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

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

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

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

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

Katie invites her stepbrother Nick to observe her playful time with her boyfriend, Joshua. After a lighthearted start discussing chores, she surprises Joshua by blindfolding him. The scene is filled with excitement and spontaneity, showcasing their c

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

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

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?

Always horny Anya Olsen helps teach her stepson all the steps to seduce a lady to make her cum around the world

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