Top Billed Cast

1. 

   Julia Stiles

   Carolina

2. 

   Alessandro Nivola

   Albert Morris

3. 

   Shirley MacLaine

   Grandmother Mirabeau

4. 

   Mika Boorem

   Maine Mirabeau

5. 

   Azura Skye

   Georgia Mirabeau

6. 

   Edward Atterton

   Heath Pierson

7. 

   Randy Quaid

   Ted Mirabeau

8. 

   Dwight Armstrong

   Snake

9. 

   Ana Ortiz

   Christen

10. 

    Jennifer Coolidge

    Aunt Marilyn

11. 

    Barbara Eden

    Daphne St. Claire

12. 

    Ambyr Childers

    Young Carolina

13. 

    Lisa Sheridan

    Debbie

14. 

    Daveigh Chase

    Young Georgia

15. 

    Laura Ford

    Kate

16. 

    Alan Thicke

    Chuck McBride - Perfect Date Host

17. 

    John Capodice

    Ernie the Cook

18. 

    Lauri Johnson

    Susan the Waitress

19. 

    Kate Flannery

    Café Waitress

20. 

    Michael Panes

    John

21. 

    Ryan Scott Greene

    Seth

22. 

    Curt Clendenin

    Perfect Date Audience Member (uncredited)