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Oliver (Ashton Kutcher)
and Emily (Amanda Peet) first met when they shared a flight from California to
New York; Emily spontaneously seduced Oliver on the plane, and they spent the
next few days together in the city. When they parted, however, Emily decided not
to pursue a relationship with Oliver, even though he was obviously interested.
Over the next several years, circumstances kept putting them in one another's
paths, and over the years Oliver and Emily became close friends and confidantes.
Both are still certain, though, that they're entirely wrong for each other on a
romantic level. However, after nearly a decade, with both Oliver and Emily
edging into their thirties, they begin to wonder if they've allowed a great
opportunity to pass them by.
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