Videos (stepmom teaches stepson how to take a proper dick pic)

Jodie Johnson likes bossing her stepson around even more when she realizes how horny it makes him to fuck her

In "Dating my Stepson," suitors aim to impress mothers before dating their daughters. In this episode, Jayden Marcos tries to win over Pristine Edge through a poker game. Their playful banter leads to a surprising connection, leaving viewers curious

In "Dating My Stepson," suitors must impress their girlfriend's mom first. In this episode, Shalina tests Alex with a truth or dare game, revealing his relationship history and dietary choices. They enjoy playful moments, but will it lead to romance?

This season of "Dating My Stepson" introduces a twist where contestants first date the mom before meeting her daughter. Featured mom Texas Patti is excited to connect with someone adventurous. During fun activities, Alex feels a strong connection wit

In "Dating my Stepson," young men seek love by connecting with potential girlfriends' mothers first. This episode features Bunny Madison and Parker Ambrose enjoying a picnic and games, highlighting their chemistry and playful interactions, sparking c

Seth seeks help from Ms. Brandi Love with homework but ends up receiving unexpected guidance on romance. After discovering his interest in her stepdaughter Kiera, Ms. Love supports both in navigating relationships, emphasizing communication, consent,

Ricky Spanish and his sister Alyx Star are excited to celebrate Cinco de Mayo, though their stepdad Ryan Driller insists on first exploring the holiday's significance. They decide on a piñata, which Ryan breaks open, revealing unexpected items that l

Ashley Lane reconnects with her friend Jamie Michelle, who is now married and has a stepson, Ricky. During a catch-up, Ricky's curiosity about their relationship grows when he accidentally overhears them. The story explores their evolving friendship

Silvia Saige is a dedicated teacher who balances her professional role with a fun personal touch. During an in-home tutoring session with students Seth and River, she creates a light-hearted atmosphere, encourages playful banter, and fosters a memora

Jason is late for school, and his stepmom Emily checks on him in her pajamas. He makes a playful comment, leading to a lighthearted interaction with laughter and teasing. Despite her initial hesitation, they enjoy some fun together before he departs,

Jay Romero unexpectedly encounters his stepmom, Charli Phoenix, in a private moment. She playfully asks him to help retrieve a toy, leading to light-hearted banter and an exploration of boundaries. They share mutual enjoyment and agree to keep the ex

Juan is excited to celebrate Mother's Day with his new stepmom, Natasha. Their bond grows as he surprises her with a gift basket. After some playful moments, he gives her a relaxing foot massage, leading to a light-hearted exchange. Both feel gratefu

Jayrock's stepmom, Vanessa, catches him reading her diary, revealing her feelings of unfulfillment. As they discuss relationships, she opens up about her needs and their mutual attraction intensifies. They agree to keep their bond a secret and consid

Johnny Castle is recovering from injuries with the support of his stepsister, Jillian. Initially hesitant due to their stepmother, Ashley's, potential reaction, they engage in open discussions when she finds them. This leads to valuable lessons about

Tiff and her boyfriend Van decide to film a playful video but unexpectedly encounter Van's stepmom, Janet, who offers filming tips. Janet encourages Tiff to explore her skills, fostering a supportive atmosphere. The trio navigates intimacy and connec

India Summer enjoys playful moments with her stepdaughter, Adria Rae, who worries about her boyfriend, Damon Dice. When things get awkward, India helps navigate the situation with humor. They all learn about dating, communication, and the joys of fam

On a sunny day, Jessica watches Rion in her garden, feeling playful tension. After Elsa, her stepdaughter, asks for fashion advice for her date with Rion, Jessica creates a fun plan. She offers dating tips, fostering a light, educational atmosphere a

Sheena Ryder, married to Tony's father, has a secret affair. Tony suspects infidelity and confronts her before she leaves for a trip. They share a brief, intimate encounter, exploring their connection while agreeing to keep it discreet and thrilling.

Vera King, a teacher, is attracted to Logan Pierce, the father of a student. To meet him, she gives his son lower grades, prompting a discussion. Their chemistry ignites during their meeting, leading to a shared kiss and an intimate connection while

Seth assists his stepmother Claudia and stepsister Kyler with chores, sharing playful banter. They later retreat to the bedroom to explore their feelings but are interrupted by Claudia. Back in the living room, their flirtation intensifies until Clau