Girl Most Likely

Kristen Wiig

Imogene

Annette Bening

Zelda

Matt Dillon

George

Darren Criss

Lee

Christopher Fitzgerald

Ralph

June Diane Raphael

Dara

Natasha Lyonne

Allyson

Bob Balaban

Maxwell

Sydney Lucas

Little Imogene

Jimmy Palumbo

Doorman Joe

Michelle Morgan

Georgina

Mickey Sumner

Hannah

Elizabeth Inghram

Sloane

Brian Petsos

Peter Van Woodsen

Murray Bartlett

James Whitney

Melissa Navia

Assistant

Michelle Hurd

Libby

Jennifer Fox

Hotel Clerk

Cynthia Nixon

Cynthia Nixon

Reed Birney

Dr. Chalmers

Manny Siverio

Gino

Nnamdi Nwosa

Bruce

Clare Galterio

Announcer

Akira Takayama

Casino Gambler

Helmar Augustus Cooper

Delancey Security Guard

Tandy Cronyn

Hermione

Nicole Patrick

Monica

Bronson

Hermit Crab

Nate Corddry

Larry Feinstein

Mike Keller

NJ Cop / T-Rex Rinaldi

Henriette Mantel

Female Police Officer

Antwayn Hopper

Emcee

Katie Webber

Britney Spears / Charlotte

Jonathan M. Cooper

Backstreet Boy #1

Felix Hess

Backstreet Boy #2

Jake Dupree

Backstreet Boy #3

Ian Klein

Backstreet Boy #4

Jonny Orsini

Nick

Julia Macchio

Lucy

Emma Myles

Hippie Girl

Padma Lakshmi

Padma Lakshmi

Frank Pando

NYPD Police Officer #1

Daniella van Graas

Cecille

Aliya Carter

NYPD Police Officer #2

Betty Hudson

Housekeeper

Ronald Guttman

Armando

Mike Gillman

Male Anchor

Jessica Abo

Michelle Connors

Julia Stiles

Stage Imogene

Andrea Martin

Stage Zelda

Graeme Malcolm

Culture Vulture

Whit Stillman

Whit Stillman

Patricia Kalember

Virginia

Marceline Hugot

Librarian

Ilana Levine

Teacher