Videos (stepson helps stepmom with bra leads to unexpected encounter)

Witchy babe Venus Valencia tells her stepson she wants him to be her boy toy for Halloween then rides his hardon

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

Spencer Scott enjoys quality time with her stepson, Jimmy Michaels, while watching a football game. She joins him on the couch to share in the excitement, cheering together when his team scores, and strengthening their bond through this fun moment.

Brooke Barclays captures the attention of her stepson Ricky and his friend Joshua, who wonder if she prefers younger men. Overhearing them, she playfully invites their help with chores, suggesting tasks like getting water and a massage, leading to a

This season of "Dating my Stepson" features guys seeking romance, but first, they must connect with the potential girlfriend's mother. In this episode, Rion King is excited to impress Crystal Rush, the mother of McKenzie, to meet her daughter.

Cum crazed Evie Ling sees that her stepson is a cum dispenser and decides to seduce him through lingerie and sex

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

Jena LaRose is a confident woman who feels playful when her new stepson, Ricky, comes home. Their lighthearted exchange reveals mutual intrigue and boundaries as they bond over Jena's vibrant personality, ensuring their dynamic stays respectful and f

Jayden returns home to find a woman, Aubree, cleaning and listening to music. After a brief chat about tidying up, his dad interrupts, making Jayden leave. Later, Aubree playfully teases him in his room, sparking flirtation and exploring their buddin

Vivian Fox finds her stepson's messy sheets while doing laundry and feels concerned. She talks to Johnny about his romantic life, emphasizing responsibility in relationships. Vivian encourages open dialogue on love, intimacy, and the importance of tr

Kendra Cole is a confident woman who shares playful interactions with her stepson, Tyler Cruise. Their chemistry leads her to join him for a cozy moment while he naps, prompting her to explore their relationship's boundaries. This connection sparks a

Dido Angel joins Tommy in the sun, sharing a passionate kiss that deepens their bond. They retreat indoors for intimate moments filled with gentle touches and playful teasing. The chemistry ignites as they explore each other, leading to shared pleasu

Alana Cruise feels uneasy about her daughter Emily and her stepson Kyle spending time together. Despite Alana's attempts to set boundaries, Emily often leads their interactions, disregarding her mother's concerns. Alana worries about their choices an

Melanie Hicks embraces her new life after remarriage and develops a playful bond with her stepson, Eddie. They share a fun day outside, applying suntan lotion and teasing one another. Through laughter and storytelling, they strengthen their family ti

Tony visits his dad after a long time and meets his new wife, Sofi, during a planned family dinner. Sofi warmly welcomes Tony, making him feel comfortable as they share playful interactions. As his dad arrives, Tony prepares for a pleasant evening to

Anya and Tyler share a lively moment on the couch until Anya's stepmom, Cherie, unexpectedly walks in. She playfully cleans up Tyler and encourages him to get to know the family better. The three enjoy a humorous, lighthearted encounter filled with b

Jay Romero prepares a thoughtful Valentine's Day gift for his stepmom, Alexa Payne, including a cozy sweater and scented candles. He surprises her with elegant lingerie, but she declines to try it on. They share a lighthearted moment, hinting at mutu

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

Blonde milf Bunny Madison has a mutual attraction for her stepson so she seduces him for his big load of cum

On Valentine's Day, Lexi, Ryan, and Anna Claire find solace together as their boyfriends are away on business. They share drinks, laughter, and playful moments, highlighting the joy of friendship. By the night's end, they embrace the fulfilling natur