Which was the hardest enemy to kill in a video game?

Not hardest as in difficult, I mean emotionally difficult...as in, it was difficult to pull the trigger.

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Xuan12 · 31-35, M

I don't know, I played Crusader Kings II, so I got into medieval political intrigue. Paying people to secretly off the rivals to my heir and all that...which is to say...my other kids...yeah I don't think I'm suitable for this question.