Special Guest Stars Joan Cusack as Sheila Jackson Guest Stars Harry Hamlin as Lloyd "Ned" Lishman Eric Edelstein as Bobby Mallison Madison Moellers as Molly Milkovich Roberta Valderrama as Princess Ellen Gerstein as Aunt Rande Julie Ariola as Patty Galadriel Stineman as Wendy Sally Ann Brooks as Lucy Charles Henry Wyson as Hanley J.J. Boone as Jenica Co Starring Michael Patrick McGill as Tommy Kerry O'Malley as Kate Miles Brown as Ashish Tonja Kahlens as Lois Kevin Mukherji as Pawn Shop Owner Cooper Gillespie as Anne Janet Song as Korean Woman Juliocesar Chavez as Chubby Kid Sharon Benson as Dirty Joan Baez Michael Blum as Male Counselor Claudine Claudio as Coupon Woman Brittany Giles as Bald Cancer Girl Michael Tuba Heatherton as Moppy the Clown