A boss you died to 1000 times, an enemy that still strikes fear into your heart every time you replay your favorite game, etc.
For me it's the Blood Starved Beast from Bloodborne. I died to it probably over 100 times my first playthrough no matter how many times I replay the game I still get torn to shreds repeatedly. Honorable mention cazadors from New Vegas
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Wiegraf in Final Fantasy Tactics, favorite game of all time then it throws this wall at you mid game you're most likely not prepared or leveled for, solo.
God I remember this fight softlocking me the first time I got there. This fight singlehandedly traumatized me into keeping at least three files of every game I play
I gave up on my first play through back on release. It wasn't until like 5 or 6 years later I came back to the game lol
I ended up selling my copy to a friend because of this fight.
Damn Square for making this fight so hard, truly a masterpiece of a game otherwise.
Misago, the level 4 boss in ikaruga
god damn that thing ate so many attempts lmaoMithrix still frequently kicks my ass in RoR2 on Monsoon difficulty. There's just so many one shot mechanics flying around.
I didn't die like a thousand times to Margief or anything. nope, couldn't be me.
I don't know what the hell the deal is but Ceaseless Discharge from DS1 fucks with me endlessly. I can never get the kite strategy to work and end up just having to chug through the damage. I've played dark souls like a million times too and have no idea what the deal is. I love Bed of Chaos compared to Ceaseless.
There's people who fight Ceaseless Discharge?
Do you also fight Yhorm without the Storm Ruler?
Did you loot the corpse by his spawn? I think he only chases you to the ledge if you steal his dead sister's clothes.
That is probably it actually. I bet that explains some of it anyway.
Darks Souls 2 DLC bosses - Fume Knight and Ivory King took quite a lot of attempts
Dark Souls 3 - I died an embarrassing amount of times to the Twin Princes. Even Slave Knight Gael didn't take as many attempts. I even killed Nameless King in two or three attempts.
DS2 DLC bosses aren't fucking around lol. Fume Knight is an amazing fight. Maybe the hardest, but its a really satisfying boss fight. I hated the the Queen in the Sunken Crown. Way more annoying fight for me personally, and not even satisfying to win, just glad its over. The Dragon fight after that is rad, him and the Fume knight are my favorite
Tekken 5 Jinpachi. Game over to this broken grandpa more times than I could count
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Margit and godrick were my first two souls bosses. I was super under-leveled when I tried them. It took probably 30 tries for each? It was terrible.
Really though though the worst one was a boss from archvale. I played the game on "hard" without realizing that it was actually supposed to say "hardcore." I've never played a game that I couldn't beat "hard" in so I tried it. I couldn't understand why I couldn't beat the boss. I just fucking couldn't beat it. I got mad and slapped myself in the face. It gave me a concussion that has kept me out of work for 6 months now. I just tell everyone that I bumped my head on a cabinet. Turns out that hard mode is something that people with thousands of hours in bullet hell games struggle with. That was one of my first bullet hell games, I had like maybe 40 hours total in those kinds of games.
Anyway I don't self harm anymore because holy shit the consequences of my actions. Well I do very rarely but I hit my thigh instead which is a lot safer. lmao this happened like 2 months after breaking off the inside door handle of my car on accident. I was just trying to open it but it was locked. It just kinda came off. :(
Through the Fire and Flames in GH3. Took literally months of semi-consistent practice.
Sir Alonne from Dark Soul 2.
Honourable mention to the leader of the trolls in Pathfinder: Kingmaker.
It's like they took the complaints about iron keep NPC placement as a challenge.
