The clumsy and shy Stanley is a nice fellow, beloved by his colleagues in the office. He has a crush on the gorgeous new-hire Diana, but he has difficulties to get close to her. When Stanley finally invites Diana for a date, he hits the homeless Phil with his Taurus, and his planned night turns upside down.
Cast and Crew
Luke Wilson
Stanley
Denise Richards
Diana
Jay Lacopo
Phil
Ben Affleck
Michael
Phill Lewis
Mitch
Deborah Theaker
Nancy
Melissa McCarthy
Marilyn
Tim DeKay
Speaker
Greg Pitts
Tee
Wayne Federman
Glen Federman
Mike Schwartz
Co-Worker
Neal Matarazzo
Neal
Jim Lau
Clerk
Diana Maria Riva
Rose Lady
Blas Lorenzo
Waiter
Buck Kartalian
Old Man
Rachel Winfree
Knitting Lady
Robert M. Koch
Actor (Lincoln)
Jason Kravits
Stage Manager
Jeanette Miller
Elderly Woman
Kevin Farley
Bus Driver
Marcus DeJohn
Bill
Marilyn Staley
Mary
Veena Bidasha
Mahareinlu
David Koechner
Carl
Matthew Maher
Hank
Meredith Salenger
Sara
Bobby Slayton
Dave Bowen
Phil Reeves
Bill Sykes
Steven Shenbaum
Ted
Joan Blair
Woman On the Bus (uncredited)
Amy Boatwright
Waitress (uncredited)
Matt Damon
Kevin (uncredited)
Jeff Garlin
Office Worker (uncredited)
Joy Gohring
Drunk Office Girl (uncredited)
Lauren Graham
Woman at the Party (uncredited)
Marcus Johnson
Bill (uncredited)
Richie Keen
Rich (uncredited)
Dan Paragon
Guy Arguing (uncredited)
Marcio Rosario
Lorenzo (uncredited)
Nicole Sullivan
Sally (uncredited)
Videos & Trailers
The Third Wheel - the Matt Damon cameo
Luke Wilson - "lossen up" scene from The Third Wheel