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Shadow1980 said:
The Prophet of Regret on Legendary in Halo 2. Seriously, fuck that guy. Legendary in Halo 2 is already broken in how unfairly difficult it is, but Regret is a flunky boss of the worst type. Not only does he have infinitely respawning Honor Guard Elites, he teleport spams, he has a powerful beam attack, and he can take a ton of punishment.

But at least I beat him. I was never able to figure out a way to beat Emerald and Ruby Weapons in FFVII. The optional dragon boss that guards Cecil's most powerful sword in FFIV was also a tough bastard that gave me a hard time, but I could beat him.

Those weapons--especially the one with the timer. I hear them back when. One of the most satisfying moments, ever!