Carolina

Julia Stiles

Acting

Albert Morris

Alessandro Nivola

Acting

Grandmother Mirabeau

Shirley MacLaine

Acting

Maine Mirabeau

Mika Boorem

Acting

Georgia Mirabeau

Azura Skye

Acting

Heath Pierson

Edward Atterton

Acting

Ted Mirabeau

Randy Quaid

Acting

Snake

Dwight Armstrong

Acting

Christen

Ana Ortiz

Acting

Aunt Marilyn

Jennifer Coolidge

Acting

Daphne St. Claire

Barbara Eden

Acting

Young Carolina

Ambyr Childers

Acting

Debbie

Lisa Sheridan

Acting

Young Georgia

Daveigh Chase

Acting

Kate

Laura Ford

Acting

Chuck McBride - Perfect Date Host

Alan Thicke

Acting

Ernie the Cook

John Capodice

Acting

Susan the Waitress

Lauri Johnson

Acting

Café Waitress

Kate Flannery

Acting

John

Michael Panes

Acting

Seth

Ryan Scott Greene

Acting

Perfect Date Audience Member (uncredited)

Curt Clendenin

Acting