Videos (stepmom jessica ryan engages in webcam fun with stepson and friend)

Winter and her friend Bunny plan a pool day, but their stepbrother Michael insists they finish chores first. Bunny attempts to flirt with him to lighten the mood. When Winter catches them, they all embrace the moment, transforming chores into shared

Danni Rivers and her friend Zoe Bloom relax when Danni's stepbrother, Justin, asks for aloe vera after a sunbathing mishap. Instead, Danni tricks him with Icy Hot, leading to playful antics as they seek remedies. Their laughter turns into camaraderie

Petite besties Molly Little and her friend Nikki Nicole get a holiday pussy pounding from Molly's well hung stepbrother

Bigtit mama Sophia Locke wants a pearl necklace for mother's day so she taps her stepson to cum all over her

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?

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

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," 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

Emma and Moka spend time in Emma's room having fun taking selfies and trying outfits. After a prank by Emma's stepbrother Logan, the girls plot their playful revenge. They bond over toys and explore their feelings for each other, deepening their frie

Jane Wilde is on the phone with someone special when her stepbrother Kyle Mason hears her laughter. He learns she's dating his best friend, stirring his feelings for her. Their playful banter reveals deeper emotions, leading to a lighthearted resolut

Lily Larimar and Jewelz Blu are doing homework together when Lily's stepbrother, Tyler, joins in to help. Their fun banter distracts him, leading to a playful atmosphere. The trio shares laughs, engages in light teasing, and deepens their friendship

Daisy Stone and Vina Sky enjoy a casual day in the kitchen when Daisy shares a playful moment with her husband Tyler. Vina walks in on their embrace, but Daisy reassures her, inviting her to join. The trio later heads to the bedroom, deepening their

Alexis Adams and April O'Neil donned matching lingerie and shared a kiss before inviting Jessy Jones to join them. The trio enjoyed playful touches and laughter on the couch, creating a warm atmosphere filled with joy and connection, celebrating thei

Gina creates a sensual atmosphere in her partner's oversized shirt, exploring her body with heightened sensations. When Matt arrives, their passionate connection deepens through tender kisses and shared intimacy, evolving from gentle touches to ferve

Maddy O'Reilly and Natalia Star, clad in matching black lingerie, share playful intimacy with Giovanni Francisco, engaging in flirtation and affection. They explore each other’s beauty and desires, creating a warm atmosphere of connection, trust, and

Chloe and Katie are playfully competing to blow the biggest bubbles with gum. Chloe feels she’s at a disadvantage, prompting Kyle, her stepbrother, to joke about a special ingredient. The trio shares ideas and experiments with bubble-blowing techniqu

Jay Romero is getting ready for boot camp, but his stepmom, Emily Addison, worries he isn't prepared. She finds him lazy and tries to motivate him by encouraging cleaning and exercise, emphasizing discipline. Initially reluctant, Jay starts to engage

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

Dani Jensen and Slimthick Vic discussed concerns about their sons' behavior and decided to arrange friendly outings to guide them positively. After a fun outing, they recognized the need to teach the boys about appropriate affection and boundaries, p

Juan Loco struggles to communicate with his new stepmom, Katie Morgan. When she discovers him in an awkward situation with her face cream, curiosity leads to an open conversation. As they share playful moments and navigate their evolving relationship