A hit man returns to his native Detroit for a job and his 10 year high school reunion. A chance to rekindle an old love and one final job leads him to reconsider the life and career he has chosen.

For an awkward, self-conscious girl like Kiki (Julia Roberts), being the personal assistant to a beautiful megastar like Gwen (Catherine Zeta-Jones) is no bowl of cherries. 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 but neurotic press agent Lee Phillips (Billy Crystal), forever devoted Kiki finds that her job satisfaction...