Guest Stars Matilda Szydagis as Zelda Joel Johnstone as Archie Cleary Luke Kirby as Lenny Bruce Stephanie Hsu as Mei LeRoy McClain as Shy Baldwin Cary Elwes as Gavin Hawk Liza Weil as Carole Keen Devon Bostick as Alan Madeleine Martin as Madeline Michael Arden as Milken Prince Peter Grosz as Bernie Zucker Steven Maier as Ezra Ashlie Atkinson as Peggy Ryan Farrell as Brye Adler Co Starring Matteo Pascale as Ethan Nunzio Pascale as Ethan Markita Prescott as Martha Reggie Talley as Billy Steven Hauck as Dawes Alysha Deslorieux as Dede Brennyn Lark as Dawn Lauren Norvelle as Moira Maxim Rose as Pool Boy Noah Gardenswartz as Man Ashley Austin Morris as Subway Woman Jeremy Lawrence voices Tennessee Williams Jo Ellen Pellman as Girl Conor Proft as Assistant Sammy Peralta as Miguel Jenny Hill as Zsa Zsa Gabor Aniela McGuinness as Receptionist Ian Unterman as Gene Cody Jamison Strand as Young Fan Ari Brand as Jem Moreland Gaby Tortoledo as Greeter Tommy Nohilly as Plumber Matt MacDonald as Waiter Leila J. Babson as Bella Abzug Audrey Kennedy as Girl Stephen O'Reilly as Andy