Guest Stars Misha Collins as Castiel Genevieve Padalecki as Ruby Julie McNiven as Anna Milton Mark Rolston as Alastair Robert Wisdom as Uriel Gwynyth Walsh as Psychiatrist Co Starring Drew Nelson as Crossroad Demon Michelle Hewitt-Williams as Maid Anthony Harrison as Captive Demon Shawn Hall as Pool Player Samantha Page as Little Girl Dave Collette as Demon Orderly Anna Williams as Ruby #1 Glenn Ennis as Lilith's Demon #1 Mark Ferns as Lilith's Demon #2
