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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

Dolly Diore cooks breakfast for her stepson Charlie and husband Steve, who is distracted by his tablet. After Steve departs for work, Dolly and Charlie connect more openly on the couch, sharing moments of affection and excitement together.

Stunning blonde milf Aiden Ashley offers her stepson a handie and a bald pussy stiffie ride if he lets her read alone

Big boob mommy Madison Brite gets flexible with her stepson then rides his dick in yoga positions that make her moan

Busty redhead milf Sophia Locke hears her biological clock ticking and needs her stepson to drop a load inside her pussy

Mandy Waters desires a family, but her husband's frequent absences complicate things. During her fertile period, she considers an unconventional option involving her stepson, Juan. Their interactions lead to a deep exploration of emotions and complex

Diego Perez is navigating complex feelings towards his stepmother, Jennifer White. She engages him in light conversations and discusses body image and self-esteem, emphasizing boundaries and communication. Both agree to prioritize a respectful and su

Pristine Edge encourages her stepson, Jimmy, to date her friends on "Dating My Stepson." Surprisingly, her final date is with Jimmy. They start awkward but become playful as Pristine discovers he’s dated her friends. After a heartfelt admission of fe

Brianna and her stepson Charlie hike near a scenic lake. She playfully suggests swimming, but he's shy and uninterested. Undeterred, she teases him, creating a lighthearted atmosphere. They bond over the beautiful surroundings, sharing laughter and m

Jesse Pony is eager to make Easter special for her stepson, Joshua, and his friend Rion. They decorate eggs, share laughs, and enjoy candy together. Jesse invites them to spend the day filled with games and stories, fostering a joyful atmosphere of f

In this episode of "Dating My Stepson," moms and sons bond while preparing dinner. Sam surprises Shalina with a rose, sparking chemistry. Lighthearted antics, including a playful water splash, create laughter and connection as they enjoy a delightful

In this episode of "Dating My Stepson," Micky Muffin and Alex Charger bond over a round of golf. Despite a mishap with her swing, they share playful moments and laughter, leading to a growing chemistry. Watch their connection develop on this unique o

Lulu Chu and Aubree Valentine enjoy making entertaining reaction videos together. After a snack, they tease Lulu's stepbrother Spikey Dee, who’s dressed like someone from their video. Their playful banter fosters laughter and camaraderie, highlightin

Ivi and Tiffany chat in the kitchen, sharing their preference for older partners, with Ivi admiring Tiffany’s stepfather, Renato. When he arrives, the girls playfully tease him, creating a fun atmosphere filled with laughter and camaraderie as they e

Ann Joy casually enters the living room, looking for something while playfully calling her stepson Charlie by a nickname, which makes him uncomfortable. They chat about her outfit, and Ann notices Charlie's flustered state, leading to a warm exchange

Carmen Valentina is helping her stepson Tony with school assignments to prevent him from needing summer school. Concerned about his doodling, she emphasizes the importance of education and suggests they work together creatively. Their collaboration s

Lauren Phillips wants to keep her stepson, Ricky, awake for New Year’s. To engage him, she dons a lively outfit and sparks playful conversation. Despite his shyness, they share fun moments, moving to a relaxed setting to celebrate and enjoy the night

Rebecca and Ivi are distracted while doing homework, so they start gossiping about Ivi’s stepbrother, Nikki, who soon joins them. The girls engage him with playful banter and fun games, trying to make him laugh. They share silly stories, making for a

Maria and her friend Mira, freshly graduated, eagerly anticipate their summer before college. Mira expresses concerns about her inexperience, prompting Maria to offer guidance about relationships. They openly discuss feelings, prioritizing friendship

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