Guest Stars Rachel Bilson as Alison Andi Hubick as Leanna Jack Davenport as John August Maturo as Matthew Michelle Giroux as Maria Neil Whitely as Judge Raines Adrian Griffin as Dr. Gary Weiss Erika Swayze as Brittany Janine Theriault as Isabel Whittier Miguel Anthony as Trustee #1 Kent Staines as ER Doctor Camille James as Ms. Epps Nicholas Alexander Babin as Mover #1 Evan Annisette as Officer #1 Louis Adams as Man with Dog Calvin Desautels as Trustee #2 Craig Burnatowski as Corrections Officer #1 Jeff Madden as State Prosecutor Reid Miller as Danny