No More Heroes, Jasper Batt Jr.'s second form on Bitter difficulty. At half health, gains an attack that lasts longer than your dodge's invincibility frames, and spams it like there ain't no tomorrow. At 1/4 health, gains ANOTHER attack that is damn near impossible to dodge, and you're lucky if he goes five seconds before spamming these attacks in combination, left and right. And you're fighting on the top floor of a skyscraper, so if he knocks you into a window, insta-death.
I spent almost three hours getting my ass handed to me one day, when finally I did everything right, got him down to less than 10 percent health and tore into his ass in Darkside Mode. The mofo hadn't even touched me yet. Everthing was going PERFECT. So I was going to town on him in Darkside mode, dancing all over his face, smelling my coming victory, when the moment Darkside Mode ended, he punched me clean out of the window in one hit. Like, in one frame, everything I did was undone. I just sat there staring at the screen for 20 minutes before getting up, calmly turning off the Wii and TV, and taking a walk down to the park.