Ninja Gaiden...by far. If I would have not beaten that last dude after my 49th try...I would have thrown the controller into the TV.
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Hardest Recently? I still haven't beaten Ninja Gaiden,but I don't play it very often. I like to make the Halo Single player harder. I played Legendary with only human weapons, only elite weapons (after the cafeteria) No grenades, and right now I'm working on only pistol and melee attacks, but I can't make it past the library yet.