Imogene Duncan
Zelda Duncan
George Bousche
Lee
Ralph Duncan
Dara
Allyson
Maxwell P. Duncan
Little Imogene
Teacher
Doorman Joe
Georgina
Hannah
Sloane
Peter Van Woodsen
James Whitney
Assistant
Libby
Hotel Clerk
Cynthia Nixon
Dr. Chalmers
Gino
Bruce
Announcer
Casino Gambler
Delancey Security Guard (as Helmar Cooper)
Hermione
Monica
Hermit Crab
Librarian
Larry Feinstein
Office T-Rex Rinaldi
Female Police Officer
Emcee
Britney Spears / Charlotte
Backstreet Boy #1 (as Jonathan M. Cooper)
Backstreet Boy #2
Backstreet Boy #3 (as Jake Du Pree)
Backstreet Boy #4
Nick (as Jonny Orsini)
Lucy
Hippie Girl
Padma Lakshmi
NYPD Police Officer #1
Cecille
NYPD Police Officer #2
Housekeeper
Virginia
Armando
Male Anchor
Michelle Connors
Julia Stiles
Andrea Martin
Culture Vuture
Whit Stillman
Cool Dad (uncredited)
Bar Patron (uncredited)
(uncredited)
Casino Patron (uncredited)
Beach girl (uncredited)
Bartender (uncredited)
Hot Date (uncredited)
Armando (uncredited)
Detective (uncredited)
Sporty Spice (uncredited)
Jersey Shore Girl (uncredited)
Veronica (uncredited)