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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.

During Thanksgiving, Katie invites her friend Skyler to join her family, including her mom Lindsay and stepbrother Jay. Playful interactions arise when Lindsay suggests Jay take Skyler to the movies. The group enjoys a fun meal, dessert, and lighthea

Julia Robbie walks in on Jay Romero and her stepson, Joshua, watching cartoons. Disapproving, she takes the remote but soon lightens the mood with playful banter. They suggest a fun activity together, sharing laughter and promoting camaraderie in a s

Juan is exploring the room of Liz Jordan, a passionate volleyball player close to her friend Maya. Initially worried about their friendship taking time away from him, he appreciates their bond and looks forward to the potential adventures of blending

Juan Loco struggles with his unkind stepsister, leading him to seek help from his stepmom, Whitney. Instead of confronting his stepsister, Whitney comforts Juan, fostering a sense of closeness and appreciation amidst family challenges and highlightin

Bigtit horny babe Simon Kitty finally lets her stepbrother fuck her as atonement for bossing him around too much

Pint sized babe Demi Hawks has been dumped so she uses lingerie and her own hot body to seduce her ex's dad

Selena Ivy won't stop bitching so her stepbro pulls his dick out so she can do something better with her mouth and pussy

Bigtit milf Alexa Payne has phone sex and the real deal at the same time when her stepson bangs her bare pussy

Jason confides in his stepsister Mae about his interest in certain online videos featuring attractive people, including her. Wanting to keep it private, Mae encourages him to stop. Their playful conversation leads to a deeper bond as they share thoug

Karina Fox begins a playful adventure with a personal toy that brings her joy, exploring various positions for an exciting and enjoyable experience, ultimately leading to a satisfying conclusion.

Megan Marx interviews Sky Wonderland, discussing her unique name and trying on fun outfits. The supportive Megan encourages Sky's confidence during their playful interaction. They plan a meeting for Sky with a potential match, fostering a lively, enj

Witchy babe Venus Valencia tells her stepson she wants him to be her boy toy for Halloween then rides his hardon

Ashley Alexander loves Halloween for the chance to dress in slutty costumes and fill her pussy with stepbro's cum

Gigi Dior is excited for a murder mystery party but feels weighed down by decorations. Her stepson, Jodie Johnson, helps her out, and they practice their roles in a flapper costume. Their shared enthusiasm ensures they'll impress their guests at the

Four families join for a lighthearted adventure in Family Swap, where Brooke prepares a meal as her swap daughter Elsa seeks attention from their swap dad. The barbecue shifts to playful competitions and humorous antics, celebrating family bonds and

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

Madison Wilde is dating Parker Ambrose, but her parents disapprove and want her to find someone else. They intervene when they find them together, prompting Madison to express her feelings for Parker. However, her parents set up a blind date with som

Alyssia Vera prepares a special wellness tea for breakfast, prompting her stepson, Jimmy Michaels, to pause a call with friends to connect with her. They share a cozy moment discussing their lives and dreams, highlighting their supportive family bond

This episode of "Dating My Stepson" explores the deepening bond between Micky Muffin and Matthew Meier during their second date in a jacuzzi. Their playful interactions and shared laughter in a cozy setting highlight the growth of their affectionate