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

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

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

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

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

Brooklyn and Tara return home from shopping and Brooklyn invites Tara for a workout with her stepson, Bambino. A playful argument ensues, creating a competitive atmosphere. As they work out, Brooklyn and Tara bond, enjoying a fun, lighthearted experi

Jorden and Deryckly Hull enjoy a lively evening on the couch filled with playful banter and chemistry. Their connection deepens as they share laughter and affectionate moments, creating a joyful and memorable atmosphere of fun and shared excitement.

Mariana wears a flowing white dress as she and her partner stroll along the beach. Under a tree, they share a passionate kiss and seek playful intimacy. As the sun sets, they enjoy laughter and tender moments on a blanket, embracing love and connecti

Abby Cross, dressed in a stunning red dress, prepares a special dinner for her partner, Bruce Venture. As they enjoy wine and laughter, the mood shifts to passion. They share affectionate moments, explore each other playfully, and embrace their conne

Alana Cruise is launching a new intimate wellness products business and invites her stepson Michael and girlfriend Lizzie to provide feedback. They discuss product features, exploring how these items enhance personal experiences in a light-hearted an

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

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 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

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

Demi Hawks chats with her adoptive mom, Pristine Edge, about a previous night filled with sounds, which Pristine humorously claims were just game nights with stepdad Tyler Cruise. The next evening, Demi joins their playful games, leading to a joyful

Lucky Fae, moving on with Freya Parker, is house hunting when he receives a text from his ex, Anna Claire Clouds. During a viewing, Anna Claire surprises him. Freya catches them, leading to a playful standoff with light teasing, as they navigate boun

Alura Jenson drives with her stepson Charlie, who expresses frustration during their search for a hiking trail. Tensions rise as they discuss family dynamics. After their hike begins, they bond over experiences and relationships, turning their earlie

Syren De Mer has a fun relationship with her stepson, Oliver Flynn, often showcasing his eagerness to help. When friend Pristine Edge visits, they engage in playful antics to capture Oliver's attention, leading to a light-hearted competition filled w

Jamie, her adopted daughter Vina, and stepson Oliver share a playful day after shopping. Concerned about Oliver’s discomfort, Vina suggests filming a fun video. They navigate minor mishaps and bond over laughter, ultimately strengthening their family

Pristine Edge encourages her stepson, Jimmy, to date her friends. In this episode of "Dating My Stepson," Cassie Del Isla cooks with him and flirts, despite her usual preference for older men. The playful atmosphere fosters innocent attraction as the