In an attempt to get her stepson Jimmy Michaels a girlfriend, Pristine Edge has persuaded him to date four of her milf acquaintances in addition to one mystery woman. This episode of Dating My Stepson features Cassie Del Isla and Jimmy in the kitchen. Cassie often dates older men, but she's giving Jimmy an exception to see how things work out. As they collaborate to cook a pizza, Cassie becomes more flirtatious. Cassie knows she will have to work even harder to capture Jimmy's attention once he confides in her that he prefers to date younger women. There's something on her shirt, she says. Jimmy knows he's going to have a blast when Cassie comes back, all decked out in her white, lacy underwear and high heels. As expected, Cassie jumps up on the counter and extends an invitation to Jimmy to eat her silky, nude pussy. She gives him a demonstration of how good an older woman can suck cock in exchange. When they initially get together, Cassie is perched on a stool, just right for banging her pussy. Jimmy gets down on the counter to let Cassie to ride the D. She gets up and stands, placing one foot on a stool to expose herself to a blow to the back. Cassie falls back on her knees to give Jimmy a very joyful conclusion as their passionate exchange comes to a finish.

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