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Millie and Jennifer discuss their stepsons' immature behavior while making popcorn, aiming to help them understand healthy relationships. They plan to guide Anthony and Jay through open conversations about respect, consent, and mutual feelings to imp

Jodie is preparing for an exam when his stepmom, Lauren, visits to check on him. They discuss the value of studying and take a break to pick an outfit for her night out, sharing laughs about fashion. Lauren motivates Jodie to refocus, making him feel

Jayden and his friend Parker surprise Jayden's stepmom, Sydney, by cleaning their house for Mother's Day. Touched by their effort, Sydney playfully joins in their banter about dating, fostering laughter and camaraderie. They share a memorable day of

With her big tits and ass Lolly Dames doesn't have too much trouble coaxing her stepson into letting her stay with him

This season of "Dating my Stepson" features guys seeking romance, but first, they must connect with the potential girlfriend's mother. In this episode, Rion King is excited to impress Crystal Rush, the mother of McKenzie, to meet her daughter.

Joshua discovers his stepmom, Isabel, crocheting a baby gift and discusses her longing for motherhood. Later, she prepares for a special moment with him, leading to a deep emotional and passionate connection. They recognize the significance of their

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

This season on "Dating My Stepson," Kira and her stepson Matthew enjoy a casino-themed night filled with playful rivalry and unexpected chemistry. As their bond deepens, they share affectionate moments that highlight the complexity of their relations

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

Ricky and Juan are excited for their school's Valentine's Day dance, with their stepmoms, Fiona and Cherry, helping them prepare. The women plan to enjoy their own evening after dropping off the boys, ensuring they feel confident and ready for a fun

Cory Chase finds joy in exercising, especially yoga. One day, her stepson Parker arrives home feeling low, so she invites him to work out together. After setting aside her wedding ring, they engage in lively exercises, boosting their spirits and upli

Christy Love and Crystal Clark talk about their disappointing Mother's Days and the challenges with their stepsons. They plan to help Ricky and Anthony improve their dating skills. The conversation becomes light-hearted as they focus on communication

Whitney and her stepson Kai hosted Sage and her stepson Jay for an Easter celebration filled with fun photos and joyful moments. Whitney and Sage shared meaningful conversations about family dynamics, while everyone enjoyed games, laughter, and suppo

Isabel Love is excited for Valentine's Day and expects a gift from her stepson, Jay Romero. When he admits he didn’t buy her anything, she encourages him to get something from the store. He returns with a thoughtful plate of chocolates, sparking play

Spencer Scott enjoys quality time with her stepson, Jimmy Michaels, while watching a football game. She joins him on the couch to share in the excitement, cheering together when his team scores, and strengthening their bond through this fun moment.

Kai's messy room prompts his stepmother, Danielle, to remind him about the benefits of organization. They have a lighthearted conversation about hobbies and discuss the importance of responsibility and maturity in their step-family relationship, rein

Cherry and Katrina enjoy coffee while their stepsons, Parker and Juan, excitedly discuss a golf tournament. The stepmoms change into nicer outfits, receive compliments, and invite the boys to join them for some lighthearted banter. They share laughte

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

Alexis Malone and Jena Larose unwind with wine and gossip while stepsons Parker Ambrose and Jay Romero make a mess in the kitchen. Jena suggests the boys clean up, leading to playful teasing and camaraderie, resulting in a fun, connected evening for

Hot coed Molly Little has a fuck buddy and she knows her stepmilf Sarah Taylor would love it if she joined in a threesum