Guest Stars Kate Walsh as Paula Tackleberry Chris Bauer as Stan O'Malley Susan Ruttan as Lorraine David Wells as Herb Camden Garcia as Collin Andre Jamal Kinney as Brett Bunny Levine as Natalie Brian Bates as Inmate Larry Josh Wolf as Inmate John Co Starring Fred Grandy as Horace Tackleberry Myrna Cabello as Lucia Dexter Tillis as Inmate Doug Morgan Brown as Inmate Kevin Heather McPhaul as Mrs. Alexio Scott Takeda as Trooper Williams Emma Kothari as Morgan Noah Sciancalepore as Paco