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.
Luke Wilson
as Stanley
Denise Richards
as Diana
Jay Lacopo
as Phil
Ben Affleck
as Michael
Phill Lewis
as Mitch
Deborah Theaker
as Nancy
Melissa McCarthy
as Marilyn
Tim DeKay
as Speaker
Greg Pitts
as Tee
Wayne Federman
as Glen Federman
Mike Schwartz
as Co-Worker
Neal Matarazzo
as Neal
