Videos (stepson helps stepmom with mayo jar leads to intimate encounter)

Stunning milfs Lauren Phillips and Cassie Del Isla dress as their stepsons' favorite characters for a foursome seduction

In "Dating My Stepson," men seek love by impressing their potential girlfriend's mother first. In this episode, vibrant mom Veronica Leal interviews Alex Charger in her unique space. A charming connection develops, leading to playful moments and cand

Ricky Spanish is on the phone with a friend when his stepmom, Scarlett Mae, interrupts him for shopping. Ricky complains, but his friend jokingly calls Scarlett attractive. Ricky resists the thought but finds himself intrigued by Scarlett's playful t

Danielle Renae is a skilled businesswoman balancing her career with family life, supported by her enthusiastic stepson and assistant, Juan. They maintain a professional atmosphere, share light-hearted moments, and effectively manage their busy schedu

Ricky Spanish struggles to focus on his studies while feeling attracted to his new stepmom, India Summer. Their playful banter leads to unexpected moments that blur family boundaries, prompting a complex relationship filled with tension and mutual in

Crystal Rush faces the challenge of managing her rebellious stepson, Johnny, who avoids chores by creating distractions. Aiming to foster respect and responsibility, she sets clear boundaries and encourages participation in household tasks. Their ope

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

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

Joshua struggles with math homework at home while his dad is at work. His stepmom, Kenzie, offers help, inviting him to her room for a cozy study session. Their interactions become flirty and playful, leading to more intimate moments until they are i

Juan discusses an unusual interest with his stepmom Jaimie, who feels uneasy about it. When Juan's friend Kylie visits, Jaimie observes their interactions and steps in to guide them with humorous advice. This results in playful, awkward moments, leav

Tony's new stepmom, Layna, initially appears to get along well with his father, but she soon shows a strong interest in Tony. Despite his efforts to maintain boundaries, their interactions grow intense and complicated, leading them to navigate their

Artemisia Love notices her stepson Jayrock is feeling down and checks in on him. After some encouragement, he shares his frustrations about his relationship. They communicate openly, leading to a supportive encounter that strengthens their bond and m

Atlantis Deep joins her stepmom Charlie Dean in the family's sauna. She drops the towel, then tells Charlie that he's going to have to get used to being naked.

Tony has a complicated relationship with his stepmom, Lexi, often drawn to her secretly. When she catches him, Lexi responds with kindness, revealing their mutual attraction. They begin to communicate openly, exploring their feelings and boundaries t

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

Megan Sage discovers intriguing details about her friend Bambino's stepmom, Charlotte. They explore Charlotte's past through videos, leading to an open conversation when she arrives. Charlotte offers Megan guidance on confidence and intimacy, fosteri

Crystal Clark and Pristine Edge celebrate Oktoberfest with enthusiasm, while their stepsons Jay Romero and Parker Ambrose are less involved. The women share playful banter and enjoy a movie night filled with humor and uplifting conversation, strength

Ricky Spanish hears odd noises from his stepmom Melissa's room and curiously knocks. After a light exchange about helping around the house, they bond over playful conversation, sharing laughter and enjoying each other's company, strengthening their r

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

Mandy Waters asks her stepson Jodie Johnson to complete some chores while she showers. Afterward, she expresses feeling unappreciated and desires more connection. They engage in a light-hearted conversation about communication, gaining insights on bo