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

Cum loving and well rounded hottie Spencer Scott seduces her stepson when they share a bed in a hotel room

Busty redhead milf Sophia Locke hears her biological clock ticking and needs her stepson to drop a load inside her pussy

Raul searches for his laptop in his dad and stepmom's room and discovers romance diagrams. Veronica, in her robe, explains her desire to revive their relationship, feeling a bit shy about it. They bond over ideas for rekindling romance, emphasizing t

Millie Morgan supports Ricky Spanish as he prepares for an important conversation with his girlfriend for their anniversary. Recognizing his anxiety, she offers encouragement and role-play exercises, helping him gain the confidence he needs to share

Brady Bud thinks he’s alone at home and watches a movie, but his stepmom, Josephine, is also there. She checks in on him, discovers his interest in older women, and suggests a neighborhood drive. They bond over a light conversation about relationship

Parker and his dad Mitt prep for a barbecue when stepmom Cherry arrives stylishly. Feeling warm, she flutters her dress, and Parker offers her ice. Their light-hearted banter and playful interactions create a fun, relaxed atmosphere as they enjoy eac

In "Dating My Stepson," contestants seek love by first charming their partner's mother. This episode spotlights Juan, who impresses Tiffany's mom, Cassie, by creating romantic gestures. Their chemistry blooms with laughter, leading Cassie to approve

This season of "Dating My Stepson" features a twist where potential partners must impress their date's mother first. Cherry, Lindsay’s mother, takes Parker on a fun dinner date with s’mores and games, allowing them to bond and explore their connectio

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

Kylie is grounded and can't attend the pool party, but she has a plan to persuade their stepdad. While teasing her, Juan finds Kylie and Lulu in matching swimwear having fun. They decide to enjoy snacks and games, aiming to make great memories and ev

Jayrock's new stepmom, Viviann Desilva, is vibrant and young, sparking his curiosity. After discovering missing clothes, Viviann confronts Jayrock, expressing concerns and advocating for open communication. They explore ways to resolve tensions while

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

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

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

Vivianna Mulino moves in with her father's friend, whose structured approach clashes with her laid-back style. After overhearing her intimate phone call, he seeks to guide her in focusing on life's demands. Their journey unfolds through playful bante

Bunny Colby, in a relationship with Oliver Flynn, explores her fantasies when friend Kiara Cole visits. A spark leads to playful kisses, and Oliver unexpectedly joins. In the bedroom, Bunny guides an adventurous and fun exploration, strengthening the

Jessie Saint feels disconnected in her marriage with Seth Gamble and shares her concerns with her friend, Alex Coal. Alex suggests trying new experiences to rekindle the spark, leading to a playful and intimate encounter involving all three. They fin

Lilly Ford and her stepbrother Alex have a fun-filled afternoon playing board games with Lilly’s mom. They start with Pie Face, sharing laughter and playful banter. After a messy yet cheerful game, Lilly’s mom takes a break, and the duo enjoys more g

Rosalyn and Gracie watch a scary movie together but pause to unwind after Rosalyn's stepbrother, Van, tries to surprise them. As they settle down for the night, Van sneaks in for playful fun, but the evening remains lighthearted and focused on friend

Jenna has lost her voice after a concert, and despite remedies, nothing works. Her friend Katya enlists Lucas’s help, leading to a playful game to lift Jenna's spirits. While their quirky plans don't succeed, the fun strengthens their friendship and