 Having lost his connection to Heaven in the fifth season, Castiel's humanization seems to have quickened by the episode "Free to Be You and Me", as he appears extremely anxious while in a whorehouse, is visibly distraught when asking Dean for help, and refers to the Archangel Raphael as "my little bitch".Despite becoming very arrogant when he becomes the "new God", Castiel still shows his caring side and ultimately returns the souls to Purgatory and shows remorse for his actions, promising to Dean to find a way to redeem himself in Dean's eyes, showing that he cares about how Dean views him.After losing his memory, Castiel is more human than ever, but still displays some of his emotionless side.