Guest Stars Phoebe Neidhardt as Annie Sianoa Smit-McPhee as Annie Douglas Smith as Young Man Ivory Aquino as Cecilia Chung Maddie Corman as Phyllis T.R. Knight as Chad Griffin Jayne Taini as Elouise Todd Weeks as Tom Ammiano Richard Schiff as Judge Vaughn Walker Mary McCormack as Roberta Kaplan Matthew Del Negro as Mayor Newsom Pauley Perrette as Robin Jack Plotnick as Gilbert Baker William Sadler as Chuck Cooper Phylicia Rashad as Yvette Flunder Debra Winger as Justice Kagan Henry Czerny as David Boies Rob Reiner as Mr. Blankenhorn Jeremiah Birkett as Paul Arliss Howard as Ted Olson Alexandra Grey as Seville Juan Riedinger as Jandro Larissa Laskin as Roma's Sister Alex Reznik as Mitch Luis Jose Lopez as Victor Jazzmun as Bobbi Sandy Steier as Themselves Larry Guli as Justice Scalia Jeff Zarillo as Himself Paul Katami as Himself Kris Perry as Himself Prado Yvel Gomez as Trans Singer Carla Pauli as Staffer