Videos (stepmom sarah teaches stepson a lesson in control and pleasure)

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

In "Dating My Stepson," three mothers and stepsons tackle relationship dynamics. In this episode, Shalina and Micky compete for Matthew's attention but eventually team up, sharing time with him and fostering a lighthearted atmosphere. Their playful r

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

Nata Ocean is excited for her date and carefully picks an outfit. While preparing, she shares playful banter with her stepbrother, Tommy, who unexpectedly joins her. Their light-hearted interactions and evident chemistry create a fun, respectful atmo

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

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

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

Ivi Rein finds herself drawn to her new stepdad, Ricky Rascal, and decides to get to know him better. Despite his obliviousness, she initiates playful banter while trying to connect. Their light-hearted interactions create a fun, teasing dynamic as I

Demi is feeling bummed about the rainy weather, but her friend Tiana reminds her that rain is part of summer. After playful banter with Demi’s stepdad Danny, the girls don rain jackets, lifting spirits. Danny eventually offers to shop for them, impro

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

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

Two skilled performers create a vibrant scene showcasing their strong chemistry. Through a blend of passionate and playful interactions, they explore their connection on the couch and bed, culminating in an intimate and satisfying moment that emphasi

Jayrock's new stepmom, Viviann Desilva, is vibrant and young, sparking his curiosity. After discovering missing clothes, Viviann confronts Jayrock, expressing concerns and advocating for open communication. They explore ways to resolve tensions while

Charlie Valentine aims to be a caring stepmother to Juan Loco and decides to bake cookies. During decorating, icing spills occur, leading to a playful mess. Juan shares the funny moment with a friend, prompting Charlie to invite him back for a lighth

Nick's shower is interrupted by his stepmom Audrey, leading to an awkward moment. Later, playful teasing from Audrey raises questions about her intentions. With his girlfriend Penelope's open-minded suggestion, the trio explores a newfound connection

Jason faces an awkward moment when his stepmother, Alana, unexpectedly enters during a private time. Despite the initial discomfort, they share a light-hearted interaction and explore their relationship boundaries. Their connection deepens as they en

Holly Michaels wakes early to prepare breakfast for Bruce Venture. Their chemistry ignites, leading to a passionate embrace upstairs. They share tender kisses and explore each other playfully. As they connect, their intimacy deepens, filled with joy,

Tyler Nixon and Kiera Winters share an electric chemistry while lounging together, leading to an intimate exploration of their desires. As they take turns delighting each other, their connection deepens, blending playful exploration with emotional bo

Redhead Noelle, stepping into her role as a casting director, interviews graceful Emily Grey, who reminisces about a close friendship. Noelle invites Emily to a yoga session, fostering open dialogue on self-discovery and intimacy. As they explore a s