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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

Krystal Sparks is a confident woman who shares a close bond with her stepson, Alex Mack. After a curious incident, they engage in light conversation while cleaning up dinner. Their warmth and laughter deepen their relationship as they relax together

Micky Muffin struggles with a jar of mayonnaise but is helped by her stepson Brady Bud. After an awkward moment, he leaves her space. Later, Brady surprises Micky with flowers for their one-month anniversary, leading to a deepening bond and moments o

Jenny Wild and her boyfriend Stanley Johnson enjoy a romantic evening sparked by a surprise trail of candy and roses. Their time together is filled with affection, tender touches, and playful teasing, deepening their connection through intimate conve

India Summer, a nurturing figure, shares a playful and charged dynamic with her stepson Kyle Mason. Their interactions evolve through shared moments, highlighted by India's casual charm and the tension between them, leading to a deep emotional connec

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

Alix Lynx is interrupted during yoga by her stepson, Kyle Mason, whom she encourages to join her session. Tensions rise as she senses his interest. Later, she addresses Kyle and his girlfriend, Elsa Jean, emphasizing respect and offering guidance on

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

Kaci Kennedy returns from a shower, suspecting her stepson Jason may have tampered with her shampoo. She confronts him in his room, where they discuss boundaries and respect. This challenging conversation fosters trust, helping them navigate their fa

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

Sheena Ryder is a cheerful woman who loves tidying her home. Her stepson Rion notices her joy, leading to light-hearted conversations about new beginnings. Sheena suggests spending quality time together, encouraging Rion to be brave and open-minded,

Charlie Dean helps his stepmom, Angel, with laundry, leading to light-hearted conversations and laughter over interesting items they find. Later, she invites him upstairs to see her costume for a party, and they share a playful moment, strengthening

Sadie Ambrose prepares for a night out, applying moisturizer and dressing up. Her stepson, Parker, offers to help with her zipper and playfully inquires about her plans. Their interaction leads to humorous misunderstandings, highlighting family dynam

Parker Ambrose enjoys a drink when his stepmom, Justine, enters casually, later changing into formal attire. Unlike his past experiences, Justine is direct and confident, fostering a fun, intimate connection. They relax together, deepening their bond

Busty stepmilf Bunny Madison hears her stepson say he has a bigger dick than his dad and she makes sure to find out

Stepmilf Armani Black offers to show Mandy Waters how she lets her stepson cum inside her to save money on tissues

Jennifer White is washing dishes when her stepson Dylan Ledger seeks advice on starting a business. Though his idea is promising, he struggles to find clients. After asking her to be a reference in exchange for a back massage, they share a supportive

Jason feels misunderstood by his stepmother, Angelina, who treats him like a child, playfully suggesting things like tucking him in at night. As he questions her intentions, their relationship grows more complex, leading to tension and mixed emotions

Jade Greene has a crush on Jason, her stepson's football friend. She surprises him with chocolates and enlists Coach's help for the game. Despite Jason's reluctance, Jade's charm and enthusiasm shine as she motivates him to support her stepson, highl