Videos (stepson surprises stepmom with moving out she propositions him for sex instead)

Stepmilf Armani Black offers to show Mandy Waters how she lets her stepson cum inside her to save money on tissues

Sandy Love recognizes her stepson Ricky's admiration for her and playfully engages him while doing laundry. Their lighthearted conversations, including a humorous question about her outfit, deepen their unique bond, marked by fun interactions and mut

Karina King is secretly chatting online, which her stepson Alex accidentally discovers. Their brief but intense conversation leads to emotional upheaval and unexpected feelings between them. As they navigate their complicated bond, they confront fami

Boxer Jane Wild senses her coach Bruce Venture is troubled after he bet on her last fight, which didn't go well. He urges her to focus on cardio, but she prefers striking. Jane proposes a unique way to showcase her stamina, leading to a playful yet i

When her stepson reads her diary and realizes she was a slut in college Ashley Tee gives him an encore performance

Aimee Cambridge struggles with lukewarm water while showering and asks her stepson, Parker Sims, for help. Feeling comfortable, she requests assistance with soap and asks him to wash her back. Their conversation deepens, leading to an intimate connec

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

Vanessa Cage made lunch for her disrespectful stepson, Jason, and encouraged him to be more proactive. Despite lighthearted banter, boundaries were tested. Recognizing the need for respect, Vanessa aimed to foster a better dynamic in their relationsh

Codey Steele navigates his new life after his dad marries Reagan Foxx. An awkward breakfast incident leads to playful moments as Reagan helps him prepare for an important interview. They establish boundaries while keeping their relationship lighthear

Brad develops feelings for a girl he's dating, but his stepmother, Vera, disapproves and encourages him to focus on studies. Concerned for him, she insists on helping and offers emotional support, hoping to keep him safe from heartbreak, while emphas

Aria Banks visits her stepbrother Tyler Steel's place, thinking he's away. Enjoying snacks and the hot tub, she relaxes until Tyler unexpectedly returns. Despite his initial surprise, they share a playful connection, leading to an enjoyable day fille

Liv Revamped supports her stepson Jimmy in preparing for prom, handling his suit and easing his nerves. She shares light-hearted advice and encourages him to practice confidence. As the night arrives, she's proud to see him ready to enjoy the experie

Atlantis Deep joins her stepmom Charlie Dean in the family's sauna. She drops the towel, then tells Charlie that he's going to have to get used to being naked.

Jessica Ryan is excited to listen to a baseball game on the radio while wearing her spirited outfit. Her stepson, Rico, enters, and they share light banter, including a funny mispronunciation. After a playful kiss, he leaves to get ready for his game

Leana Lovings is staying with Odetta Fox and navigating her relationship with Odetta's stepson, Codey Steele. Odetta suggests role play to ease tension, leading to unexpected interactions among them. This playful dynamic fosters bonding and helps bui

Nick Stokes shares a close bond with his stepmom, Queenie Sateen, enjoying movies and cooking together. As his feelings deepen, he hopes to express them but hesitates when he sees her preparing for a date with his dad. Later, alone with Queenie, he g

Aiden visits her friend Jordan, and they engage in lively gossip. When Jordan's stepson Alex enters, he distracts them, prompting Jordan to jokingly use duct tape to keep him in check. The trio shares laughter and reminiscences about their college da

Kali, navigating the end of a relationship, seeks confidence and connection. She playfully engages with her stepson, Peter, who eventually warms up to her flirtatious energy. Their interactions foster exploration and deepen their bond, leading to a m

Syren Demer tidies her house casually when Kyle Mason unexpectedly sees her and feels awkward. Upset by his behavior, she brings him inside to discuss boundaries. They work through the uncomfortable moment, focusing on respect, communication, and per

Christie Stevens and her stepson Tony faced an unexpected challenge when their flight was canceled, forcing them to share a hotel bed. As they navigated the awkwardness of the situation, both tried to find comfort and support each other despite their