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.

Molly Gunn's Apartment, 2109 Broadway and West 73rd Street, Manhattan.

Henri Bendel Department Store, 712 5th Avenue and West 56th Street, Manhattan.

1st Avenue and East 83rd Street, Manhattan.

Sheep Meadow, Central Park (btw 66th and 69th Streets) Manhattan.

otsoNY Comments: Stingy Lulu's Diner has since closed down.

Stingy Lulu's Diner, 129 St Mark's Place and Avenue A, Manhattan.

1001 5th Avenue and East 82nd Street, Manhattan.

Bethesda Terrace, (Mid-Park at 72nd Street) Central Park, Manhattan.

Bow Bridge, (Mid-Park at 74th Street) Central Park, Manhattan.

Christies, 1230 Avenue of the Americas and West 49th Street, Manhattan.