General Raam on insane difficulty in Gears of War 1... I had to exploit a glitch to beat him solo.
Yep, came to post this.
Sans was so tough he's definitely up there for me.Sans in Undertale. Still proud I managed to beat his boss fight, was a blast to do once you nail it down proper.
Otherwise, probably Geese in Art of Fighting 2. That guy is the most SNK of SNK bosses, a complete asshole to reach let alone beat. Good thing I'm a huge Geese fan or else I'd be annoyed!
I broke 4 weapons on them, in the hurry to equip a new weapon I accidentally picked havel's shield and killed the last one with it.
Not sure I would say the harddest but this probably my most hated From's boss fight.
Getting to them alone is torture (fuck Frigid Outskirts)
It's worse when you realize this boss essentially OHKO's you regardless of level or attack he performs unless you have life saving abilities equipped.
That gave me nightmares. His healing DT on DMD made the fight 1000x worse.Yep, came to post this.
Especially his third/last fight on mission 20.
Only boss in DS2 I never even reached. Frigid Outskirts is the worst designed area in any game period.
Not sure I would say the harddest but this probably my most hated From's boss fight.
Getting to them alone is torture (fuck Frigid Outskirts)
Nue from Nioh's alpha demo.
That said, he wasn't that difficult in the release version. Maybe they nerfed him, or I've gotten good.
For a while there, I ate, slept, and breathed 0-Watcher Yogg-Saron. There have been harder WoW progression bosses since (Lich King, pre-nerf Sha of Fear, Lei Shen, Archimonde, Fallen Avatar, KJ, Argus, arguably Jaina...), but none that so fully consumed my life.
My US-first on it is still my proudest gaming accomplishment.