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 | |
Michele Lee | Vivian Feffer | |
Bob Dishy | Irving Feffer | |
Missi Pyle | Roxanne | |
Judah Friedlander | Dustin | |
Kevin Hart | Vic | |
Masi Oka | Wonsuk | |
Kym Whitley | Gladys | |
Amy Hohn | Cheryl | |
Nathan Dean | Mitch | |
Cheryl Hines | Catering Manager | |
Caroline Aaron | Wedding Coordinator | |
Christina Kirk | Party Hostess | |
Todd Stashwick | Security Officer | |
Robb Skyler | Basketball Player | |
Edward Conna | Basketball Player | |
Bruce Nozick | Executive Chef | |
Mark Adair-Rios | Cake Decorator |
Director | John Hamburg | |
Writer | John Hamburg | |
Producer | Anders Bard, Jane Bartelme, Danny DeVito, Louis G. Friedman, Dan Levine, Michael Shamberg, Stacey Sher | |
Musician | Theodore Shapiro | |
Photography | Seamus McGarvey |