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 Richard Schiff as Judge Vaughn Walker William Sadler as Chuck Cooper Matthew Del Negro as Mayor Newsom Mary McCormack as Roberta Kaplan Phylicia Rashad as Yvette Flunder Debra Winger as Justice Kagan Alexandra Grey as Seville Henry Czerny as David Boies Jack Plotnick as Gilbert Baker Rob Reiner as Mr. Blankenhorn Arliss Howard as Ted Olson Jeremiah Birkett as Paul Juan Riedinger as Jandro Alex Reznik as Mitch Larissa Laskin as Roma's Sister Sandy Steier as Themselves Larry Guli as Justice Scalia 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