Videos (shay sights helps stepson pass driver s test by offering a distracting solution)

After her stepson stretches her out for a yoga cooldown, bigtit Sydney Paige decides to get into bed and seduce him

Jay Romero unexpectedly encounters his stepmom, Charli Phoenix, in a private moment. She playfully asks him to help retrieve a toy, leading to light-hearted banter and an exploration of boundaries. They share mutual enjoyment and agree to keep the ex

Jazmin Love confronts her stepbrother Oliver Flynn over his awkward behavior, including chilling the room and using an ice pack on her neck. Frustrated, she asserts her boundaries and emphasizes the need for mutual respect, leading to a realization f

Aiden Ashley prepares to tutor her student Alex on sex education, focusing on intimacy and relationships. They discuss Alex's struggles and attraction to Aiden. The session emphasizes communication, consent, and mutual respect, helping Alex gain conf

In "Dating My Stepson," men must impress their date's mother first. In this episode, Rebecca and Alex enjoy a fun evening playing pool, leading to flirtation and shared laughter. They express mutual interest, leaving open the possibility of future da

When Ivy Ireland admits to her stepson she was a wild sex fiend in college she realizes she wants to be one again

Andi Avalon takes exception to her stepson calling her boring so she role plays the last time she cheated with his dick

Rocky Emerson, sore from dancing, agrees to a massage from her stepson Nathan, who is learning massage therapy. He starts with her feet and calves, moving up to her thighs, creating a relaxed atmosphere filled with light-hearted banter. Their session

Molly Little and her friend Alex Coal engage in a playful foosball game, while her stepbrother, Rico Hernandez, joins their banter about relationships. The trio shares jokes and challenges in a friendly atmosphere, strengthening their bond through li

Nikki prepares a special breakfast for his stepmom, Sharon, showing appreciation through thoughtful gestures. Later, when Sharon asks for a neck massage, their friendly connection deepens as they share lighthearted moments filled with mutual respect

Lauren Phillips wants to keep her stepson, Ricky, awake for New Year’s. To engage him, she dons a lively outfit and sparks playful conversation. Despite his shyness, they share fun moments, moving to a relaxed setting to celebrate and enjoy the night

Nikki and Veronica enjoy a cozy morning, but when Veronica decides to get up, Nikki playfully distracts her. Their intimacy catches the attention of Veronica's roommate, Jayla, who, intrigued rather than upset, is invited to join them. A playful atmo

Joshua struggles with math homework at home while his dad is at work. His stepmom, Kenzie, offers help, inviting him to her room for a cozy study session. Their interactions become flirty and playful, leading to more intimate moments until they are i

Juan is excited to celebrate Mother's Day with his new stepmom, Natasha. Their bond grows as he surprises her with a gift basket. After some playful moments, he gives her a relaxing foot massage, leading to a light-hearted exchange. Both feel gratefu

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

Sylvie Sterling navigates a tough breakup with support from friends Alex and Scarlett. They help her relax with a chat and a back massage, encouraging her as she tries on new outfits. Their laughter and cuddling reaffirm the strength of their friends

Joshua Lewis faces a significant change when his adopted dad, Ken, introduces his new wife, Crystal. Despite initial awkwardness, Crystal's friendly approach helps them bond as they navigate their new family dynamic, emphasizing love and open communi

Pristine Edge sets up dates for her stepson, Jimmy, to help him find romance. On his first date with Sarah, they enjoy a couple's massage. Initially nervous, Jimmy’s awkwardness leads to a playful moment when Sarah joins him on the table, making the

Jennifer Mendez washes dishes while her stepson, Sam, does homework. Noticing her stylish outfit, he playfully engages with her. He offers a massage when he sees she's tired, prompting a light-hearted exchange. They move to the living room to relax,

This season on "Dating My Stepson," Kira and her stepson Sam enjoy a fun outing that begins with a scenic boat trip. After an accidental fall into the lake, they share playful moments indoors, strengthening their bond with laughter and flirtation, hi