Reuben Feffer is a guy who's spent his entire life playing it safe. Polly Prince is irresistible as a free-spirit who lives for the thrill of the moment. When these two comically mismatched souls collide, Reuben's world is turned upside down, as he makes an uproarious attempt to change his life from middle-of-the-road to totally-out-there.
Director John Hamburg's 2004 romantic comedy pairs an anxious, risk-averse man with a spontaneous free spirit, mining laughs from the friction between caution and impulse. The premise is a familiar opposites-attract setup, but the tone leans broad and farcical, finding awkward humor in one buttoned-up life suddenly thrown off course. Themes of stepping outside your comfort zone and learning to embrace uncertainty run throughout. With a MagicMovieScore of 6.0, it's an easygoing pick for viewers who enjoy lighthearted relationship comedies and don't mind a healthy dose of physical, situational gags along the way.
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Ben Stiller
Reuben Feffer

Jennifer Aniston
Polly Prince

Philip Seymour Hoffman
Sandy Lyle

Debra Messing
Lisa Kramer

Alec Baldwin
Stan Indursky

Hank Azaria
Claude

Bryan Brown
Leland Van Lew

Jsu Garcia
Javier
2,937 ratings. The score is reasonably stable but could shift up to 0.06 as more ratings come in.
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Release Date
January 16, 2004
Runtime
1h 30m
Rating
PG-13
Genres
Comedy, Romance
Director