Along Came Polly (2004)

Can a risk-averse insurance salesman on the rebound from his bride's infidelity (during their honeymoon) find happiness with a waitress he knew in junior high who's averse to commitment? Reuben is a sweet klutz who's ready to settle down but sees in her a chance to recover from disappointment and have some fun; Polly is a sweet itinerant, not ready to settle down but sees a chance to spend time with a nice guy who likes her. What will he do when his bride comes crawling back? (imdb)
Cast and Information
Directed By: John Hamburg
Written By: John Hamburg
Starring: Alec Baldwin, Ben Stiller, Bryan Brown, Philip Seymour Hoffman, Missi Pyle, Hank Azaria, Jennifer Aniston, Judah Friedlander, Debra Messing, Jsu Garcia, Todd Stashwick, Nick Jameson
Country: USA