Guest Stars John Doman as Carmine Falcone Melinda Clarke as Grace Van Dahl Kaley Ronayne as Sasha Van Dahl Paul Reubens as Elijah Van Dahl Justin Mark as Charles Van Dahl Ned Bellamy as Warden Carlson Grey Peter Mark Kendall as Peter "Puck" Davies Marc Damon Johnson as Wilson Bishop Christian Frazier as Henry Weaver Co Starring Germar Terrell Gardner as Prison Guard Robert Emmet Lunney as Doctor Moises Acevedo as Young Inmate E. Calvin Ahn as Night Guard Allan R. Walker as Old Inmate Trevor E. Dickerson as Bullish Guard James Dinonno as Huge Bald Inmate James P. Rees as Dancing Prisoner