Videos (stepmom helps awkward stepson prepare for school dance)

Mackenzie Page, a dedicated teacher, often feels loneliness after school. To unwind, she embraces her favorite hobbies at home, finding comfort and the chance to relax and recharge.

Joshua Lewis asks his stepmom, Claudia Monet, to support his unconventional idea of her observing him with another woman, Pristine Edge. Claudia agrees, offering guidance and commentary as the interaction unfolds. She encourages them and eventually s

Oliver Flynn enjoys college life at home with his charming stepmom, Mandy Waters. Their playful interactions, including fun exercise sessions, spark a growing connection. As Oliver develops feelings for Mandy, they navigate their relationship with mu

After the school’s big game, Lady Luna updates her look with a fashionable bralet and trendy miniskirt. She exudes confidence and charm, becoming an inspiring presence.

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?

Amina White, in her school uniform, eagerly seeks new experiences and self-discovery. She's open to meeting new people as she explores her interests and learns what brings her joy and happiness.

Hot milf Aria Carson decides to flash her T&A to help her stepson do his homework, which leads to a stepfam fuck

Lily Steele isn't willing to wait for the workday to end before she seduces her boyfriend into riding her creamy pussy

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

Cole struggles with homework, and his stepmom Kate tries to motivate him. After some setbacks, she suggests balancing study time with breaks and shares helpful tips. With her support, he gradually engages more, makes progress, and they celebrate his

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

Kimmy Kimm and her boyfriend Ricky Spanish face off in a playful arm wrestling match, caught by Ricky's stepmom, Ember Snow. She introduces leg wrestling and a squat challenge, leading to wardrobe mishaps and playful banter. Their friendly rivalry co

Diego Perez assists his stepmom, Bunny Madison, with folding laundry, leading to playful banter that showcases their lighthearted relationship. After finishing, they relax together, enjoying laughter and each other's company before continuing with th

Jayrock tries to skip a family reunion with his dad and stepmom, Casca. After initially asking to borrow toothpaste, he finds himself in an awkward situation with her. They navigate an unexpected discussion about his actions, leading to a surprising

Charlie Valentine aims to be a caring stepmother to Juan Loco and decides to bake cookies. During decorating, icing spills occur, leading to a playful mess. Juan shares the funny moment with a friend, prompting Charlie to invite him back for a lighth

Jessa Rhodes navigates a complicated relationship with her stepson, Lucas Frost, after an awkward encounter following her workout. They strive to address the misunderstanding maturely, leading Jessa to assert her boundaries and prioritize her comfort

Hope Harper has a rough time waking up for school, but her stepdad, Marcus London, gently encourages her. After some drama, they bond over their morning routine, share playful moments, and Hope ultimately feels more motivated and connected to Marcus.

Jennifer White manages her stepson Typer and his friends Brad and Lucas after football practice. She prepares snacks, insists they clean up, and encourages them to shower together. After a fun shower session, they enjoy a lively dinner filled with la

Rachel Rivers studies online with her friend Lola Fae while managing the demands of her younger stepbrother, Kyle Mason, who seeks her attention and often tests her patience. After a playful break, the girls refocus on their studies, strengthening th

Carmen Caliente enthusiastically embraces her love for dance, sparking a heartfelt family discussion. While showcasing her talent, her stepbrother Logan expresses discomfort over her behavior. Their playful sibling dynamic underscores the need for op