Videos (inexperienced stepson learns the ropes from hot stepmom)

Bigtit hottie Bunny Madison is the milf you would marry, who comes on with a slow burn that heats up super fast

Hotblooded milf Crystal Clark takes her turn dating her friend's stepson but all this horny mama wants is the D

Sexy coed Summer Renee wants her stepbrother to teach her how to shuffle and in exchange she will make him cum

Busty milf Taylor Vixxen wants a creampie for Easter and discovers her opportunity when her stepson costumes up

This season of "Dating My Stepson" features a twist where potential partners must impress their date's mother first. Cherry, Lindsay’s mother, takes Parker on a fun dinner date with s’mores and games, allowing them to bond and explore their connectio

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

In "Dating My Stepson," men seek love by impressing their potential girlfriend's mother first. In this episode, vibrant mom Veronica Leal interviews Alex Charger in her unique space. A charming connection develops, leading to playful moments and cand

Bunny Madison delights in Christmas and surprises her stepson, Jayden, with a Santa costume. When he struggles to remove the beard, humorous misunderstandings arise. They share laughter, reflect on family traditions, and enjoy festive moments togethe

Charlie Dean is in his room, trying to take a perfect photo for a girl he likes but feeling uncertain. His stepmother Veronica offers playful suggestions and they brainstorm ideas together. They share laughs, and Charlie learns about confidence and c

Jodie Johnson likes bossing her stepson around even more when she realizes how horny it makes him to fuck her

Melanie Hicks embraces her new life after remarriage and develops a playful bond with her stepson, Eddie. They share a fun day outside, applying suntan lotion and teasing one another. Through laughter and storytelling, they strengthen their family ti

Jay Romero supports his stepsister, Madi Collins, who tends to be overly dramatic. He offers guidance on finding balance through a playful challenge in the shower, helping her embrace simplicity. This experience boosts Madi’s confidence and prepares

Crystal practices yoga in the living room due to space issues, leading to discomfort for her stepson, Jayrock, about her attire. They discuss their feelings and boundaries, agreeing on the importance of respecting each other's space and keeping their

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

Ashlyn Peaks stumbles into an indulgent moment in her stepson Charlie's room, prompting an unexpected conversation when he arrives. She playfully invites him to explore their connection, blending humor with curiosity as they navigate their feelings i

Thanksgiving poses challenges for Reagan, her stepson Kyle, and adopted daughter Kiara. As they navigate awkward moments, Reagan encourages gratitude, but Kyle's response creates tension. Despite discomfort, they share appreciation, finding joy and c

Dani Jensen notices her stepson Jack's need for a style update and seizes a moment to guide him through a makeover. After some fun, they move to a relaxed setting where Jack shows off his new look to his sister Joseline. Dani, surprised yet supportiv

Julia Ann took her friend’s daughter, Natasha, shopping and later discussed Natasha’s nervousness about her first intimate experience. Julia acted as a mentor, involving her stepson, Logan, to support Natasha. With Julia’s encouragement, Natasha and

Riley Star seeks therapy after her mother confronts her about her unconventional choices. She wishes for understanding and shares her mixed emotions with her therapist, who suggests a safe exercise to explore her feelings. Together, they focus on cla

Ryan Keely, recovering from a knee injury, relies on her stepson Nick for daily support. As he assists her with tasks like moving her wheelchair and bathing, their bond deepens. Nick learns to provide care while ensuring Ryan feels comfortable, findi