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An odd-but-gifted poet, Evan Merck (Wes Bentley, American Beauty) makes his living writing suicide notes for the soon-to-be departed. So when he meets Charlotte (Winona Ryder, Girl, Interrupted), the free-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, Everybody Loves Raymond) and an ever-increasing mountain of lies in this dark romantic comedy about a quirky young man who can't tell write from wrong