An odd but gifted poet, Evan Merck (Wes Bentley) makes his living writing suicide notes for the soon-to-be departed. So when he meets Charlotte (Winona Ryder), the spirited sister of his latest client, Evan has no choice but to lie about his relationship to her late, lamented brother. Curiously attracted by his evasive charms a smitten Charlotte begins her pursuit, forcing Evan to juggle an amorous new girlfriend, a sarcastic new client (Ray Romano) and an ever-increasing mountain of lies.
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