Guest Stars Donal Logue as Colton Fisk Indira G. Wilson as Captain Grace Watkins Berto Colon as Randall Grayle Deepti Menon as Monique Bakshi Co Starring Anni Krueger as Helena Lowry Vaughan Reilly as Kayla Lowry Ben Loving as Thin Inmate / Leon Katz Trevor E. Dickerson as Head Guard Stracy Diaz as Roma Santos / Skeleton 3 Marie Mouroum as Vanessa Lett / Skeleton 1 Olivia Hoffman as Kassidy Forrester Joey Palestina as Damian Ellis / Lead Skeleton Joe Chambrello as Huxton Pope Jay Zustra as Tall Inmate