Videos (stepmoms help stepsons improve dating skills in naughty lesson)

Lindsey and her boyfriend Cody share a warm moment when her stepmom, McKenzie, unexpectedly enters. Encouraged by McKenzie’s playful guidance, they explore intimacy while sharing insights and laughter. The trio strengthens their bond, creating joyful

Millie Morgan is eager to celebrate the holidays but feels incomplete due to her husband's hesitance on starting a family. Inspired by moments with her stepson, Ricky, she aims to infuse joy into their festivities. They share playful interactions, cr

This season on "Dating My Stepson," Kira and her stepson Sam enjoy a fun outing that begins with a scenic boat trip. After an accidental fall into the lake, they share playful moments indoors, strengthening their bond with laughter and flirtation, hi

Logan feels relaxed leaving his girlfriend Sara with his stepmom Ariella until he discovers surprising pictures on Sara's phone. He receives a mysterious text, leading him to a blindfolded encounter with both women. They engage in a fun and intimate

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

When Micky Muffin gets stood up for a date she turns to her stepson for comfort and then a tight pussy pounding

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

Bambi Black is getting ready for a night out when her stepbrother Ricky Spanish unexpectedly walks in. After a playful confrontation, they share a tense moment in the kitchen. Just as they think they are discreet, their stepmom Claudia returns, compl

Megan Sage discovers intriguing details about her friend Bambino's stepmom, Charlotte. They explore Charlotte's past through videos, leading to an open conversation when she arrives. Charlotte offers Megan guidance on confidence and intimacy, fosteri

Busty Crystal Rush helps her stepson stop chasing girls by giving him her pussy to use any time he wants at home

Cherry Kiss and Fiona Frost help their stepsons prepare for a school dance by fucking them to release their cum

Crystal Rush teaches her daughter's potential boyfriend how to dance and then how to please a babe in the bedroom

Milf Crystal Clark lets her stepson and his friend ask her anything and then explore her fuckable body in a threesum

Karlie Brooks, a college student, faces an awkward moment when her stepfather Jason walks in on her. This leads to a heartfelt conversation about boundaries, responsibility, and trust. They explore insecurities and relationships, ultimately strengthe

Busty milfs Pristine Edge and Sophia Locke want their stepsons to be more manly so they teach them how to fuck

There's nothing Latina babe Briana Banderas won't do to get her stepson to fuck her in as many positions as possible

Thick and curvy Brittany Andrews climbs into bed with her stepson to take care of his morning wood with her hot pussy

Rebecca Volpetti is a hot and horny milf who wants to make sure her daughter dates a guy who's good at fucking

Veronica Leal dates her daughter's potential suiter and can't keep her mouth or pussy off his dick and sexual energy

Kelly Caprice realizes her stepson isn't pleasing his girlfriend Natalie Brooks so she shows proper fucking techniques