Jessica Simpson

~ as ~

Katie

Luke Wilson

~ as ~

Ben

Rachael Leigh Cook

~ as ~

Haley

Penelope Ann Miller

~ as ~

Debra

Andy Dick

~ as ~

Freddy

Larry Miller

~ as ~

Richard Connelly

Willie Nelson

~ as ~

Pap Paw

Penny Marshall

~ as ~

Bolo Executive

Drew Fuller

~ as ~

Billy

Piper Mackenzie Harris

~ as ~

Amber Perry