Kristen Wiig as Imogene

Annette Bening as Zelda

Matt Dillon as George

Darren Criss as Lee

Christopher Fitzgerald as Ralph

June Diane Raphael as Dara

Natasha Lyonne as Allyson

Bob Balaban as Maxwell

Sydney Lucas as Little Imogene

Jimmy Palumbo as Doorman Joe

Michelle Morgan as Georgina

Mickey Sumner as Hannah

Elizabeth Inghram as Sloane

Brian Petsos as Peter Van Woodsen

Murray Bartlett as James Whitney

Melissa Navia as Assistant

Michelle Hurd as Libby

Jennifer Fox as Hotel Clerk

Cynthia Nixon as Cynthia Nixon

Reed Birney as Dr. Chalmers

Manny Siverio as Gino

Nnamdi Nwosa as Bruce

Clare Galterio as Announcer

Akira Takayama as Casino Gambler

Helmar Augustus Cooper as Delancey Security Guard

Tandy Cronyn as Hermione

Nicole Patrick as Monica

Bronson as Hermit Crab

Nate Corddry as Larry Feinstein

Mike Keller as NJ Cop / T-Rex Rinaldi

Henriette Mantel as Female Police Officer

Antwayn Hopper as Emcee

Katie Webber as Britney Spears / Charlotte

Jonathan M. Cooper as Backstreet Boy #1

Felix Hess as Backstreet Boy #2

Jake Dupree as Backstreet Boy #3

Ian Klein as Backstreet Boy #4

Jonny Orsini as Nick

Julia Macchio as Lucy

Emma Myles as Hippie Girl

Padma Lakshmi as Padma Lakshmi

Frank Pando as NYPD Police Officer #1

Daniella van Graas as Cecille

Aliya Carter as NYPD Police Officer #2

Betty Hudson as Housekeeper

Ronald Guttman as Armando

Mike Gillman as Male Anchor

Jessica Abo as Michelle Connors

Julia Stiles as Stage Imogene

Andrea Martin as Stage Zelda

Graeme Malcolm as Culture Vulture

Whit Stillman as Whit Stillman

Patricia Kalember as Virginia

Marceline Hugot as Librarian

Ilana Levine as Teacher