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Originally Posted by sainclaire
So the contents of the grail somehow shortened his life? Was his death directly a result of the holy grail's contents?
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Pretty much. What the grail did was make him hear those voices of suffering asking for death and vengeance for five years straight. I assume it took the will to live out of him so when Shirou agreed to take on his ideal for him, he no longer had a reason to live on and let himself die.