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Jennifer White wants a baby, and if her husband won't give it to her, then her stepson Diego Perez will have to do.

Aiden Ashley is a confident woman who, while enjoying personal time in stylish lingerie, is interrupted by her stepbrother, Charlie. Instead of shying away, she embraces the moment, leading them into a playful and intense exploration of their mutual

Big tit milf Alexa Payne makes a deal with her stepson that they will not wear shirts which leads to a pussy pounding

Bigtit babe Angel Wicky is locked and loaded for a good time with her new stepson as soon as she gets over her conflict

Busty beauty Sarah Taylor can't resist her stepson and his hard cock another moment when she finds him masturbating

Nikki's messy habits annoy his stepmom, Karina. While cleaning, she finds his motivational journal and reflects on their strained relationship. When confronted, they engage in a heartfelt conversation, realizing the potential for improvement and conn

Micky Muffin, married to Brady's dad, struggles with feelings for her stepson, Brady. Their awkward encounters lead to tension as boundaries blur, complicating their relationships and forcing them to confront the emotional undercurrents of their situ

Aaliyah Love feels unfulfilled in her marriage and shares her feelings with her stepson, Tyler Cruise. He joins her for a light conversation about relationships, where Aaliyah offers advice on communication and connection, using playful role-playing

Saint James admires his stepmom, Rachel, who reassures him about her well-being. Later, seeking comfort, he finds her applying lotion. They share an intimate moment, deepening their emotional connection with laughter and support, highlighting their b

Sharon White feels a growing attraction to her stepson, Jimmy, influenced by his physique changes from working out. She tries to catch his eye with stylish outfits but struggles initially. Their relationship deepens as they explore their feelings, le

Tony's relationship with his stepmom, Lolly, is strained after past issues. During a vacation meant for bonding, unresolved tensions emerge. When Lolly asks for help with her beach outfit, they discuss their feelings, navigating boundaries and choice

Christy Love yearns for parenthood but faces hurdles with her husband. While bonding with stepson Jay, she shares her secret plan, prompting discussions about names. Christy's confident appearance shifts their dynamic, leading to deepening intimacy a

Kali, navigating the end of a relationship, seeks confidence and connection. She playfully engages with her stepson, Peter, who eventually warms up to her flirtatious energy. Their interactions foster exploration and deepen their bond, leading to a m

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

Kendra Heart is frustrated with her husband and stepson for not helping at home. Dressed casually, she cleans when her stepson Parker unexpectedly arrives. They engage in playful banter, and as the day progresses, they share humorous moments, navigat

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

In this season of "Dating My Stepson," three stepsons and their stepmoms navigate complex relationships. In a recent episode, Alex and Shalina share a candlelit dinner, where initial awkwardness turns to a budding romance marked by a sweet kiss, high

Barbie Feels and Aiden Ashley argue over whose stepson has the biggest dick so they decide to find out in a foursome

Nikki has a complex relationship with his stepmom, Natalie, feeling drawn to her. An awkward encounter in her bedroom leads to a mix of tension and humor, prompting an open discussion about boundaries and feelings. Their interaction fosters trust and

Jennifer White is a stepmom now. Since Mother's Day is coming up, she begins making a list of things she wants from her stepson Jimmy Michaels.