Cast 30
Jessica Simpson
Katie
Luke Wilson
Ben
Rachael Leigh Cook
Haley
Penelope Ann Miller
Debra
Andy Dick
Freddy
Larry Miller
Richard Connelly
Willie Nelson
Pap Paw
Penny Marshall
Bolo Executive
Drew Fuller
Billy
Piper Mackenzie Harris
Amber Perry
Ritchie Montgomery
Mr. Carruthers
Niki Spiridakos
Nikolina
Karen Y. McClain
Betty
Bill Jenkins
Mr. Perry
Paul Vogt
Floyd
Matty Cardarople
Mailroom Worker
Drew Waters
Stripper Cop #1
Edrick Browne
Stripper Cop #2
Ryan Dunn
Griswold
Julius Washington
Lobby Security
Eric Gipson
Window Washer
Sam Marshall
Kid #1
Ethan Marshall
Kid #2
Paul T. Taylor
Bald Guy
Preston Vanderslice
Kyle
Dan Braverman
Cab Driver
Kelvin Payton
Waiter
Paul Sampson
Ivan
Shirly Brener
Laura
Matthew Walker
Angry Priest (as Matt Walker)
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