 In New York City, Molly Gunn (Brittany Murphy) is a spoiled wealthy immature young woman, living as if she were a princess in a fairy tale. Her father was a popular rock-and-roll guitar player, who died in a plane crash with Molly s mother when she was a little girl. On her birthday in a nightclub, she meets Lorraine "Ray" Schleine (Dakota Fanning), a nasty young girl with attitudes of an adult, living with her careless mother and a terminal father in a fancy uptown apartment. When Molly s accountant vanishes with her US$ 100,000,000.00 inheritance, Molly is left with nothing but debts, and she needs to work to survive without having previous experience or any skills. She is hired to be Ray s babysitter, and their close contact makes Molly reach the maturity and Ray act like as a child of her age.