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Nikita Von James discovers her best friend Bill under the covers, unsure of what to do. After much backtracking, Bill tells her son paid him money to pose as him for the evening, allowing him to have fun and his mother to ignore. Nikita plans to reward Bill with her big tits and dick, which is now getting paid.
Michelle Lay, stuck on the freeway, asks Johnny, a friend of her son's, to help her paint the house, fix the garage door, and give her a good fuck with his youthful cock, as she hasn't had a male around since her divorce.
Laura, a stepmother, suspects her stepdaughter Carrie is having sex with males. They argue about it, leading to Laura placing a tracker in Carrie's backpack. Laura follows Carrie to an unidentified residence, where she witnesses Carrie having sex with a girl instead of a boy. Laura uses forceful sex to control the two girlfriends, causing her to exhibit arousal.
Bill, a student of Professor India Summer's, struggles with poor performance and is asked if it's due to campus females liking him more. The professor offers to increase Bill's GPA if he fucks her more.
Samantha Ryan struggles with dating assholes and is comforted by Michael after a disagreement with her boyfriend. Her son Roli and friend Michael support her, and the MILF is overjoyed by Michael's encouragement.
At the big Christmas party with boss Bill, Brandi Love, Lexi Belle, Madison Ivy, and Veronica Avluv, they discover they all fucked him recently. They plan to surprise Bill with a surprise group fivesome, including stuffing his stocking.
Johnny, a budding illusionist, learns a new card trick from Charlee Chase. However, the blonde, Charlee, believes Johnny is too skilled for it. Johnny learns "The Disappearing Pickle" and uses it to shoot a cumshot.
On Thanksgiving Day, Julia Ann prepares a delicious supper for her lover and son Bill, but is disappointed when his partner cannot make it due to an urgent procedure. Despite her attraction, Bill advances on Julia, and after he assures her, he eats an appetizing meal.
