Carolina Mirabeau

Julia Stiles

Albert Morris

Alessandro Nivola

Grandma Millicent Mirabeau

Shirley MacLaine

Maine Mirabeau

Mika Boorem

Georgia Mirabeau

Azura Skye

Heath Pierson

Edward Atterton

Ted Mirabeau

Randy Quaid

Snake

Dwight Armstrong

Aunt Marilyn

Jennifer Coolidge

Christen

Anna Ortiz

Christen

Ana Ortiz

Daphne St. Claire

Barbara Eden

Young Georgia

Daveigh Chase

Young Carolina

Ambyr Childers

Chuck McBride - Perfect Date Host

Alan Thicke

Debbie

Lisa Sheridan

Kate

Laura Ford

Ernie the Cook

John Capodice

Susan the Waitress

Lauri Johnson

Café Waitress

Kate Flannery

John

Michael Panes

Seth

Ryan Scott Greene

Perfect Date Audience Member (uncredited)

Curt Clendenin