Videos (stepmom jaimie teaches stepson and friend about proper nipple sucking tech)

Busty milf Lauren Phillips is sad her stepson is leaving home, so she shows her boobies and rides his cock one last time

Bigtit milf Cassie Del Isla wants a baby and is happy to let her stepson and his friend seduce her for a double delight

Big boob mommy Madison Brite gets flexible with her stepson then rides his dick in yoga positions that make her moan

Xxlayna Marie wants a baby and Cory Chase instigates a threesum with her stepson to show them some sex tips and tricks

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

Aidan Ashley seeks to bond with her stepson Jayden Marcos through playful interactions. She lightens the mood by pretending to spill water on herself, inviting his help. After a shower, Aidan keeps it fun and flirty while ensuring clear boundaries in

Reagan Foxx visits her friend’s son, David Lee, and feels nervous at first. After some encouragement, they share playful banter and laughter on the couch. Their lighthearted conversation leads to a suggestion to dance, deepening their friendly and fu

Lucy Doll approaches her stepbrother, Preston Parker, to discuss relationships, prompting an open and playful conversation. They share thoughts and feelings, fostering understanding and respect while exploring personal boundaries and various aspects

Brandi Love was working out on the porch when she noticed her stepdaughter Ava's boyfriend watching her. To redirect him, she playfully scolded him, catching Ava’s attention. Brandi then shared relationship advice on communication and intimacy, foste

Anya Olsen found items belonging to her stepson Ralph Simons while doing laundry and discussed them with him. Their conversation led to a deep connection and mutual understanding about personal matters, ultimately resulting in an intimate relationshi

Gigi is picking outfits for her honeymoon while her stepson, Jayden, observes and shares his favorites. Despite Gigi's worries about changes after marriage, Jayden stays optimistic. They bond over outfit choices, leading to playful moments and reflec

Ricky Spanish hears odd noises from his stepmom Melissa's room and curiously knocks. After a light exchange about helping around the house, they bond over playful conversation, sharing laughter and enjoying each other's company, strengthening their r

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

Juan is engrossed in a video game while Diego scrolls through his phone. When Diego's phone dies, he finds Juan's stepmom, Laura, who offers a charger. Their playful interaction continues, leading to lighthearted teasing and a fun afternoon, emphasiz

Chanel Shortcake faces turmoil when her best friend, Megan, loses a bet with Chanel's stepbrother, Jay. Awkwardness arises as Chanel reveals her feelings for Megan. They create a plan to navigate their friendships humorously, emphasizing communicatio

Bigtit stepmama Armani Black dresses as a maid to seduce her stepson and his friend into giving her coochie a creampie

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

Tyler Cruise enjoys a close bond with his stepmoms, Kendra and Diana. When they ask for help with a broken vacuum, he quickly fixes it, leading to laughter and fun conversations. The day highlights teamwork and the strong family connection they share

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

Ashlyn Peaks stumbles into an indulgent moment in her stepson Charlie's room, prompting an unexpected conversation when he arrives. She playfully invites him to explore their connection, blending humor with curiosity as they navigate their feelings i