There's nothing more gut-wrenching than a good, old-fashioned heel turn. It's a term that was popularized in wrestling organizations like the WWE to symbol the transition of a seemingly good character to the bad side, betraying all the morals they once stood for.
To turn heel, a character has to first be good. They have to be part of the moral good for at least a short bit, and then comes the heel turn. There are a variety of reasons why a character might turn heel, and none of them are easy to stomach.
Some of the most popular protagonists in anime have turned heel. These characters have abandoned everyone they once stood beside to pursue a selfish goal. It usually makes the character more interesting though, as a heel turn adds a layer of complexity to an otherwise easy-to-understand

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