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Dr. Tess Coleman (Jamie Lee Curtis) and her fifteen-year-old daughter, Anna (Lindsay Lohan), are not getting along. They don't see eye-to-eye on clothes, hair, music, and certainly not in each other's taste in men. One Thursday evening, their disagreements reach a fever pitch - Anna is incensed that her mother doesn't support her musical aspirations and Tess, a widow about to remarry, can't see why Anna won't give her fiance (Mark Harmon) a break. Everything soon changes when two identical Fortune Cookies cause a little mystic mayhem.
When a New York City teenager from Greenwich Village, Lola (Lindsay Lohan), is forced to move to the New Jersery suburb of Dellwood, she finds that in her new school, there is another girl, Carla Santini (Megan Fox), who already has claim to the title of most popular girl that Lola had at her old school. Aiming to oust Carla from her reign, Lola sets her sights on nabbing the lead role in the next big school play ("Pygmalion"), which Carla also hopes to star in. As the two girls engage in a war for popularity, Carla lashes back at Lola by obtaining tickets to the sold-out "farewell concert" of Lola's favorite band. Can Lola somehow sneak into the concert and quell Carla's latest scheme, and at the same time meet the band's English lead singer, Stu Wolff (Adam Garcia), whom she has such a crush on?