Videos (teaching the stepson a lesson leads to passionate threesome)

Slimthick Vic is overwhelmed by her messy stepson Nathan, who prefers lounging to cleaning. After confronting him, she brings a paddle for playful discipline. Their cheeky banter showcases Vic's confidence and lighthearted control as she encourages h

Robby and his stepmom Kate bond over ice cream, exchanging compliments and playful banter about their interests and outfits. As their interactions grow, tension builds between them, marked by teasing and flirtation. Their innocent fun develops into a

Understood! If there's anything else you need help with or any other topic to discuss, feel free to ask!

Veronica Leal, preparing for a special evening, seeks help from her stepson Charlie with her outfit choice. While Charlie feels awkward, Veronica reassures him it’s all in good fun, creating a lighthearted and playful atmosphere as they bond over her

Casse De Isla checks in with her stepson, Jayrock, after her shift. He hesitantly asks about a friend's discomfort, prompting a discussion on the importance of seeking medical help. It’s revealed the situation concerns him, and they agree on the nece

Bigtit milf Sasha Pearl has her stepson and his friend help with chores then give her pussy a good pounding

Athena Fleurs is interviewing Fiona Frost when her stepson demonstrates that he has a free use fuck card for Athena

Jesse Pony is eager to make Easter special for her stepson, Joshua, and his friend Rion. They decorate eggs, share laughs, and enjoy candy together. Jesse invites them to spend the day filled with games and stories, fostering a joyful atmosphere of f

Jake faces unexpected challenges at home, being caught in compromising situations by his stepmom, step-sister, and adopted sister. While Krissy advises him to seek more positive activities, Avery offers support amid awkward encounters. Tensions rise

Riley Jacobs notices many socks missing and discovers an unexpected issue with them. She decides to confront her stepson, Jayrock, about it. Their conversation is awkward but necessary, leading to a mutual understanding and relief as they navigate th

Ricky Rascal enjoys a playful time with Dido Angel and Katy Rose, first in a bath and then moving to the bedroom. They share laughter and affection, with each contributing to the fun atmosphere. The trio bonds over stories, ending their day in warmth

Alina surprises her boyfriend with a warm welcome and leads him to a lively bedroom celebration with friends. They share laughter, playful moments, and stories, fostering camaraderie. The night culminates in cuddles and snacks while watching a movie,

In "Dating My Stepson," contestants seek love by first charming their partner's mother. This episode spotlights Juan, who impresses Tiffany's mom, Cassie, by creating romantic gestures. Their chemistry blooms with laughter, leading Cassie to approve

This season on "Dating My Stepson," Kira and her stepson Matthew enjoy a casino-themed night filled with playful rivalry and unexpected chemistry. As their bond deepens, they share affectionate moments that highlight the complexity of their relations

Maya Woulfe feels low after her breakup as Valentine's Day nears, so she spends time with her friend Liz. When Liz's boyfriend Robby joins them, he suggests they stay in for dinner. The night turns playful and fun, lifting Maya's spirits as they bond

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

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

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

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

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