Reuben Feffer (Ben Stiller) is a guy who's spent his entire life playing it safe. Polly Prince (Jennifer Aniston) 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!
Alec Baldwin,Debra Messing,Hank Azaria,Jennifer Aniston,Philip Seymour Hoffman,Ben Stiller
A buttoned up newlywed finds his too organized life falling into chaos when he falls in love with an old classmate.