The guy at the end of Hotline Miami was pretty tough.
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Fume Knight from Dark Souls 2
Ornstein and Smough from Dark Souls. The series have plenty of difficult boss fights but this one is earlier than most and the biggest difficulty spike in the entire game IMHO.
Outside of the Souls games, there's Lil' Hunter from Nuclear Throne. I tried to beat this little trashcan SO many times and succeeded only once. It's insane.
Also shout-out to Hush from the Binding of Isaac for almost giving me a heart attack when I was fighting it as the tainted lost. Never again.
Gow Ragnarok. That last Valkyrie.
Some of the Berserker fights were pretty fucking rough. The one with three separate berserkers (I think two mages and a melee fighter) had me wanting to throw my controller at the screen. Every time I would get an opening on one, I’d get blasted from behind by the other two.
God Of War 2 Theseus gave me way more trouble than Ares on Titan difficulty.
There might have been a mechanic I was missing but you had barely enough mana to cast all of the required spells to beat it, at least with the pickups I had found, like literally if I missed more than one lightning bolt I had to restart, and some of his spells would instantly kill you. I don't recall the specifics of why it was giving me trouble beyond that but I do remember bashing my head against that wall for hours.
Never really had aa much trouble as that fight. Not in Souls, Bloodbourne, that fucking Theseus and his jerk friend minotaurs.
Final boss of fury
It's been a long time since I played so my memory may not be totally accurate, but the final boss in fatal frame 2. I rage quit it because it was a one hit kill, and before you get to them, you had to walk down a long hallway avoiding other enemies. It was like 5 minutes of work to get to the final boss only for him to hit you once and you have to start all over. So infuriating. The rest of the game was so much fun.
This asshole made me scream in rage and frustration
The shadow enemy in super smash bros brawl, cant beat that mf
Tabuu or Mr. Game and Watch?
The one that mimics you