Let us get the most obvious out of the way first. Castiel was such a brilliantly complex character, who showed us that angels could be flawed and redeemed, just like us mere mortals. He struggled, he made mistakes, but the thing about Cas was he never stopped trying to be better.
The human character and Castiel’s vessel, Jimmy. When Cas first possessed him, he did not think twice about it. But as Cas became fonder of humans, he realized what he had taken from Jimmy, as well as Jimmy’s wife, Amelia, and his daughter, Claire.
This one was a game-changer. The audience had a feeling Cas was going a bit far, and boy were we proven right when Leviathan possessed him. This started a brutal story arc that would see unlikely alliances, deaths, and shocks aplenty.
This one hurt. By the time Lucifer took over Castiel, we already loved Cas and loathed Lucifer. Then we need to see Cas murder Rowena, who we were really starting to love, and betray Sam and Dean. Hard to watch and made us all despise Lucifer even more.
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