Molly Gunn (Brittany Murphy) is a carefree and fun-spirited girl, living off the ample trust fund of her late rock legend father, Tommy Gunn. Molly falls for singer Neal Fox (Jesse Spencer) when he plays at her birthday party thrown by her best friends, Huey (Donald Faison) and Ingrid (Marley Shelton). They have a night of passion but he leaves in the morning, saying that he can't stay in Molly's carefree life. Adding to Molly's misfortune, she finds out that her father's accountant embezzled her money, so she is left penniless and homeless. She moves in with her best friend Ingrid, who tells her that in order to stay with her, she must find a job.