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