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Quinn, a neurotic man, is diagnosed with a harmless eye condition and soon after his life spirals out of control. He second-guesses his plans to propose to his longtime girlfriend, Devon, after his beautiful coworker, Kelsey, confesses that she has a crush on him. After a conversation with his best friend, Jameson, he clumsily tries to explain his doubts to Devon, but his possible proposal turns into a break-up. When Devon flees to Paris, he follows her in a last-ditch effort to win back "the one."