Guest Stars Misha Collins as Castiel Genevieve Padalecki as Ruby Julie McNiven as Anna Milton Robert Wisdom as Uriel Mark Rolston as Alastair 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 Anna Williams as Ruby #1 Samantha Page as Little Girl Dave Collette as Demon Orderly Mark Ferns as Lilith's Demon #2 Glenn Ennis as Lilith's Demon #1
