Quote Originally Posted by Lord Raziere View Post
Isshin the Saint from Sekiro. I mean really? four phases? in a game so difficult that it trips up dark souls players? thats insane, I still have not beaten him. Genichiro beat me a lot to, and I considered that the fight of my life.

took me no small amount of tries to beat the Abyss Watchers in Dark Souls 3.

from a much easier game: for some reason, in Paper Mario I think I've only ever beaten the master toad fighter at the dojo once, and never beaten the anti guys, or kent C. koopa. those three optional bosses and the amayzee dayzees are straight up the hardest enemies to fight in Paper Mario.
Isshin the Gun Saint was also my pick. Sekiro is brutally hard, but you progress your skills over the course of the game until you finally think you're good. Then Isshin laughs at you, kicks you in the teeth, and makes you actually get good.