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
Jennifer Aniston
Philip Seymour Hoffman
Debra Messing
Alec Baldwin
Hank Azaria
Bryan Brown
Jsu Garcia
Michele Lee
Bob Dishy
Missi Pyle
Judah Friedlander
Kevin Hart
Masi Oka
Kym Whitley
Amy Hohn
Nathan Dean
Cheryl Hines
Caroline Aaron
Christina Kirk
Todd Stashwick
Robb Skyler
Edward Conna
Bruce Nozick
Mark Adair-Rios
Michael Shamberg
Nick Jameson
Richard Willgrubs
Ronald Hunter
David Baron
James DuMont
Nicholas Benevento
Jeff Ross
Mitch Silpa
Robert M. Koch
Money Mark
Theodore Shapiro
Claudia Tenorio Gonzales
Carmit Bachar
Marco De La Cruz
Alison Faulk
Tomasina Parrott
Gustavo Vargas
Allen Walls
Rudy Zalez
Paul Blazeak
Richard Barron
George Balmaseda
Leslie Drayton
Jose Espinosa
Walter Miranda
Alfredo Ortiz
Phillip Ranelin
Michael Wong
Adrienne Ash
Christine Barger
Toni Blair
Eugenia Care
Mari Endo
Mike Fujimoto
Gustavo Hernandez
Monique Jongs
Anjulie Marriott
Jeffrey Sherrard
Ryan Cross
Anthony King
Vernon Neilly
Stuart Silverstein