For an awkward, self-conscious girl like Kiki (Julia Roberts), being the personal assistant to a beautiful megastar like Gwen (Catherine Zeta Jones) isn't easy. But when she dutifully accepts the task of helping Gwen and her estranged megastar husband Eddie (John Cusack) make it through one last public appearance masterminded by legendary press agent Lee Phillips (Billy Crystal), forever devoted Kiki finds that her job is about to get even harder. At first it seems her biggest challenge is to keep the peace between Eddie and Gwen and their public image intact, but soon Kiki is faced with a more personal concern as her longtime friendship with Eddie begins to take a romantic turn.