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

Sharon White finds her stepson's socks in poor condition while doing laundry, prompting a conversation with Raul Costa. Their encounter becomes awkward, but they discuss the need for clearer boundaries and open communication, enhancing respect in the

Crystal practices yoga in the living room due to space issues, leading to discomfort for her stepson, Jayrock, about her attire. They discuss their feelings and boundaries, agreeing on the importance of respecting each other's space and keeping their

Mona enjoyed a sunny day on her balcony, feeling relaxed until she noticed her stepson Charlie observing her. When she approached, she found him in an awkward situation. Surprised yet intrigued, they explored their dynamic playfully, sharing moments

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

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

Julia Ann took her friend’s daughter, Natasha, shopping and later discussed Natasha’s nervousness about her first intimate experience. Julia acted as a mentor, involving her stepson, Logan, to support Natasha. With Julia’s encouragement, Natasha and

Kit Mercer visits her friend Vera King, reconnecting with her stepson Juan, who admires Kit. After a lighthearted reunion turns slightly tense due to personal topics, the trio shares playful moments and laughter, reinforcing their deep bond and suppo

El Storm embodies a captivating charm with her petite figure and warm demeanor. As morning light streams in, her partner playfully awakens her, sparking playful intimacy. They embrace their connection, exploring their chemistry and creating a delight

This episode of "Dating My Stepson" explores the deepening bond between Micky Muffin and Matthew Meier during their second date in a jacuzzi. Their playful interactions and shared laughter in a cozy setting highlight the growth of their affectionate

In this episode of "Dating My Stepson," Micky Muffin and Alex Charger bond over a round of golf. Despite a mishap with her swing, they share playful moments and laughter, leading to a growing chemistry. Watch their connection develop on this unique o

Pristine Edge encourages her stepson, Jimmy, to date her friends. In this episode of "Dating My Stepson," Cassie Del Isla cooks with him and flirts, despite her usual preference for older men. The playful atmosphere fosters innocent attraction as the

Andi Avalon takes exception to her stepson calling her boring so she role plays the last time she cheated with his dick

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