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Nathan is trying to help his friend Alex study, but his stepmother Alana notices he needs a confidence boost. She helps him enhance his appearance and offers advice on social skills. After a misunderstanding with Alex, Alana guides Nathan in becoming

Dava Fox and her stepson Tyler Nixon have a playful exchange with Tyler's stepsister Emma Hix over a remote control. After a minor squabble, Emma seeks to reconcile with Tyler. However, Tyler faces Dava's frustration over yard work and seeks refuge i

Jenna Noelle struggles with her complicated feelings for her stepson, Jayrock. After waking him for school, he charms her into enjoying a private moment together. They share playful intimacy, agree to keep their bond discreet, and promise to cherish

Lexi Luna, preparing for an event, asks her stepson Jay for help with her necklace while dressed casually, causing him discomfort. Awkwardness arises when she unexpectedly walks in on him in the bathroom. The next day, she checks on his school readin

When Addison James learns her stepson likes to help girls get off she takes him up on his offer of fingering and fucking

Cum craving Anya Olsen makes sure her stepson and his friend are man enough to take her on before doing them together

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

In "Dating My Stepson," contestants seek love by first charming their partner's mother. This episode spotlights Juan, who impresses Tiffany's mom, Cassie, by creating romantic gestures. Their chemistry blooms with laughter, leading Cassie to approve

Jennifer White helps her stepson, Parker, navigate relationships after overhearing his plans with a girl. She teaches him about body language and communication, emphasizing respect and boundaries. Parker gains confidence and becomes better prepared f

Casse De Isla checks in with her stepson, Jayrock, after her shift. He hesitantly asks about a friend's discomfort, prompting a discussion on the importance of seeking medical help. It’s revealed the situation concerns him, and they agree on the nece

Josephine James seeks an adventurous and intimate connection for the night. Confident and alluring, she is determined to fully enjoy the experience, cherishing every moment for complete satisfaction.

Jessica Ryan is excited to listen to a baseball game on the radio while wearing her spirited outfit. Her stepson, Rico, enters, and they share light banter, including a funny mispronunciation. After a playful kiss, he leaves to get ready for his game

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.

Kit Mercer visits her friend Vera King, reconnecting with her stepson Juan, who admires Kit. After a lighthearted reunion turns slightly tense due to personal topics, the trio shares playful moments and laughter, reinforcing their deep bond and suppo

Riley Jacobs notices many socks missing and discovers an unexpected issue with them. She decides to confront her stepson, Jayrock, about it. Their conversation is awkward but necessary, leading to a mutual understanding and relief as they navigate th

Tony visits his girlfriend Kelly but finds she's out with her ex. He talks with Lilly, Kelly's stepmom, who lightens the mood and shares her admiration for him. They bond over relationships, feel a mutual attraction, and share a memorable moment toge

Alana Cruise feels uneasy about her daughter Emily and her stepson Kyle spending time together. Despite Alana's attempts to set boundaries, Emily often leads their interactions, disregarding her mother's concerns. Alana worries about their choices an

Logan feels relaxed leaving his girlfriend Sara with his stepmom Ariella until he discovers surprising pictures on Sara's phone. He receives a mysterious text, leading him to a blindfolded encounter with both women. They engage in a fun and intimate

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

Parker overhears his stepmom Jackie planning an outing and discovers her choosing an outfit. He presses for details, leading to surprising revelations that shift their dynamic. The story unfolds with tension and explores the complexities of their fam