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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

Horny milf Cami Strella sees her stepsons boner in the shower and cant help sucking him down and riding his cock

This season on "Dating My Stepson," Kira and her stepson Sam enjoy a fun outing that begins with a scenic boat trip. After an accidental fall into the lake, they share playful moments indoors, strengthening their bond with laughter and flirtation, hi

Mandy Waters asks her stepson Jodie Johnson to complete some chores while she showers. Afterward, she expresses feeling unappreciated and desires more connection. They engage in a light-hearted conversation about communication, gaining insights on bo

Kai's messy room prompts his stepmother, Danielle, to remind him about the benefits of organization. They have a lighthearted conversation about hobbies and discuss the importance of responsibility and maturity in their step-family relationship, rein

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

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

Hotblooded milf Crystal Clark takes her turn dating her friend's stepson but all this horny mama wants is the D

Bigtit hottie Bunny Madison is the milf you would marry, who comes on with a slow burn that heats up super fast

Bigtit milf JC Wilds apologizes to her stepson for her bitchy behavior and gives him a stiffie ride in her tight twat

Big boob mommy Madison Brite gets flexible with her stepson then rides his dick in yoga positions that make her moan

When Addison James learns her stepson likes to help girls get off she takes him up on his offer of fingering and fucking

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

Anissa offers to help her stepson Oliver choose a more appropriate outfit for his date. She selects a stylish shirt and shorts, encourages him to change his hat, and they bond while getting ready. This experience enhances their connection as they enj

Aidan Ashley seeks to bond with her stepson Jayden Marcos through playful interactions. She lightens the mood by pretending to spill water on herself, inviting his help. After a shower, Aidan keeps it fun and flirty while ensuring clear boundaries in

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

Busty beauty Sarah Taylor can't resist her stepson and his hard cock another moment when she finds him masturbating

Victoria Lobov tried to help her stepson, Johnny, look his best, but he rushed out. Planning to relax, she was surprised when he walked in, leading to an unexpected and meaningful conversation. They bonded by sharing thoughts while respecting each ot

Ivi is excited for a date with her boyfriend, but plans change when he cancels and her stepbrother, Nikki, unexpectedly returns. After a playful interaction, they discover a surprising chemistry and decide to explore an intimate connection, keeping i