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.
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
