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Stunner milf Cassie Del Isla tells her clumsy stepson that if he can make her cum with oral sex she'll fuck him right

Petite Tiana Blow wants money for the beach and her stepdaddy wants her pussy so they make a deal to help them both

Bigtit horny milf Jennifer White sees how much her stepson cums and says that he and his friend should only nut in her

Bigtit milf Tiffany Madison wants to get knocked up so she manhandles her stepson and his BFF in a BBG threesome

Aiden Ashley and Pristine Edge use Easter as an excuse to dress in lingerie to teach their stepsons how to fuck properly

Bigtit milf Sasha Pearl has her stepson and his friend help with chores then give her pussy a good pounding

Pristine Edge encourages her stepson, Jimmy, to date her friends. In this episode of "Dating My Stepson," Cassie Del Isla cooks with him and flirts, despite her usual preference for older men. The playful atmosphere fosters innocent attraction as the

Josephine Jackson relaxes at home but struggles with her TV remote, prompting a call to her stepson, Sam Bourne. Noticing Sam's distress over relationship troubles, she encourages him to be more assertive. They discuss confidence and self-expression,

Rissa May helps her stepbrother Ethan make a sandwich, enjoying playful, flirty banter. Their conversation is lighthearted and innocent, filled with teasing and laughter. They later move to the living room to continue their fun, maintaining a cheerfu

In "Dating My Stepson," three mothers and stepsons tackle relationship dynamics. In this episode, Shalina and Micky compete for Matthew's attention but eventually team up, sharing time with him and fostering a lighthearted atmosphere. Their playful r

Jane Wilde meets with Coach Bruce to discuss team strategies when Leana Lovings arrives, wanting to be included in the conversation. They agree on collaboration and brainstorm ideas to enhance teamwork. The meeting ends with Leana expressing her desi

Jayden and his friend Parker surprise Jayden's stepmom, Sydney, by cleaning their house for Mother's Day. Touched by their effort, Sydney playfully joins in their banter about dating, fostering laughter and camaraderie. They share a memorable day of

Millie and Jennifer discuss their stepsons' immature behavior while making popcorn, aiming to help them understand healthy relationships. They plan to guide Anthony and Jay through open conversations about respect, consent, and mutual feelings to imp

In this episode of "Dating My Stepson," Micky Muffin and Alex Charger bond over a round of golf. Despite a mishap with her swing, they share playful moments and laughter, leading to a growing chemistry. Watch their connection develop on this unique o

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

Brooke Barclays captures the attention of her stepson Ricky and his friend Joshua, who wonder if she prefers younger men. Overhearing them, she playfully invites their help with chores, suggesting tasks like getting water and a massage, leading to a

This episode of "Dating My Stepson" explores the deepening bond between Micky Muffin and Matthew Meier during their second date in a jacuzzi. Their playful interactions and shared laughter in a cozy setting highlight the growth of their affectionate

Robby Echo and Jay Romero are at a Fourth of July barbecue when their friend’s wife, Alyx Star, arrives with groceries. The atmosphere is playful as they flirt and share stories. Alyx suggests some fun, but they are cautious of her husband. The eveni

Alex, affectionately called Miss Coal by her students, is a teacher facing financial challenges. To boost her income, she creates engaging content, blending her playful teaching persona with casual charm. A visit from Stirling, a parent, leads to fli

Spencer Scott prepares for a shower but joins her stepson, Jay Romero, on the couch when reminded of their schedule. Their playful interaction shifts from embarrassment to a relaxed atmosphere filled with laughter, highlighting Spencer's nurturing sp