Videos (stepson gets caught spying on stepmom in the shower)

Stepmilf Armani Black offers to show Mandy Waters how she lets her stepson cum inside her to save money on tissues

Dolly Diore cooks breakfast for her stepson Charlie and husband Steve, who is distracted by his tablet. After Steve departs for work, Dolly and Charlie connect more openly on the couch, sharing moments of affection and excitement together.

Sarah and Katrina spend time with their stepsons, Jimmy and Ricky, focusing on building family relationships. They share advice on support and understanding, emphasizing communication and trust. Their discussions lead to a mutual agreement on fosteri

Busty stepmilf Bunny Madison hears her stepson say he has a bigger dick than his dad and she makes sure to find out

Liv Revamped supports her stepson Jimmy in preparing for prom, handling his suit and easing his nerves. She shares light-hearted advice and encourages him to practice confidence. As the night arrives, she's proud to see him ready to enjoy the experie

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Juan discusses an unusual interest with his stepmom Jaimie, who feels uneasy about it. When Juan's friend Kylie visits, Jaimie observes their interactions and steps in to guide them with humorous advice. This results in playful, awkward moments, leav

Leana Lovings visits her friend Violet Gems, where they learn Violet's stepbrother, Johnny, will take them to dance class. Johnny is attracted to Leana, especially because she wears glasses. After an awkward moment, the trio decides to explore their

Anya Olsen seeks support from her stepson, Parker Sims, before her shower. He helps with tasks like fetching a towel and navigating stairs. They then share a light-hearted conversation that deepens their bond, emphasizing communication and family sup

Cherry and Katrina enjoy coffee while their stepsons, Parker and Juan, excitedly discuss a golf tournament. The stepmoms change into nicer outfits, receive compliments, and invite the boys to join them for some lighthearted banter. They share laughte

Hot milf Liv Revamped wants her stepson's treats this Halloween so she seduces him into a finger bang and stiffie ride

Max and his stepmom, Cherry, have a study session interrupted by a coffee spill. After he declines a refill, Cherry expresses her coffee preferences. As they study, the atmosphere becomes charged, leading to playful affection and an exploration of th

This season on "Dating My Stepson," Kira and her stepson Matthew enjoy a casino-themed night filled with playful rivalry and unexpected chemistry. As their bond deepens, they share affectionate moments that highlight the complexity of their relations

Pristine Edge sets up dates for her stepson, Jimmy, to help him find romance. On his first date with Sarah, they enjoy a couple's massage. Initially nervous, Jimmy’s awkwardness leads to a playful moment when Sarah joins him on the table, making the

Two stepmoms, Lauren and Skylar, accompany their stepsons, Robby and Juan, to a crafting event. Frustrated by delays, they humorously switch roles to motivate the boys. Their playful approach helps refocus the kids, leading to laughter and plans for

Pristine Edge encourages her stepson, Jimmy, to date her friends on "Dating My Stepson." Surprisingly, her final date is with Jimmy. They start awkward but become playful as Pristine discovers he’s dated her friends. After a heartfelt admission of fe

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

Ricky and Juan are excited for their school's Valentine's Day dance, with their stepmoms, Fiona and Cherry, helping them prepare. The women plan to enjoy their own evening after dropping off the boys, ensuring they feel confident and ready for a fun

In this episode of "Dating My Stepson," moms and sons bond while preparing dinner. Sam surprises Shalina with a rose, sparking chemistry. Lighthearted antics, including a playful water splash, create laughter and connection as they enjoy a delightful

Crystal Rush is working when her stepson Jayden asks for an allowance advance for dates. She advises him to seek someone with shared interests for deeper connections. Later, their discussion emphasizes the importance of mutual respect and building me