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For an awkward, self-conscious girl like Kiki (Julia Roberts), being the personal assistant to a beautiful mega-star like Gwen (Catherine Zeta-Jones) isn't easy. But when she dutifully accepts the task of helping Gwen and her estranged mega-star 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 challenge is to keep the peace between Gwen and Eddie 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.