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Your longest time spent on a boss battle

the ending bosses of Trails in The Sky took me way long than i expected so i put the computer to sleep, went to bed, then continued the fights. It was probably like two and a half hours total, but in practice i finished it more than ten hours after starting
 
Because I was working a full time job that had me commuting for good chunks of time, it took me two and a half months of chipping away at Yiazmat in Final Fantasy 12 to take him down.

But I did it.
 
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Kalameet from Dark Souls in a SL1 playthrough. From what I recall, took me about five solid hours of retries before I defeated him. I thought that he, being a dragon, would be vulnerable to lightning ... ugh.
 
It seems you mean of retrying the boss, but I'm gonna refer to single attempts of a boss.

Persona 3 -
Nyx
is the longest boss battle I've ever played. Takes around an hour, give or take a few. Don't die late in the fight haha
 
Final Fantasy XII International Gilgamesh. I was really underpowered but I wanted the genji equipment and didn't want to wait. Between status buffs, steal attempts and healing I hardly had time to attack. But after nearly an hour I managed to win. One of my favorite things about that game is that you can tackle most bosses and enemies with the right strategy at lower levels. I don't think enough RPGs do that
 
Drakengard 3
Seriously, fuck this and whoever thought it would be okay to fight this damn thing in a freaking action title!

All these Bloodborne and Souls series bosses that people are saying, I beat them all by myself. Even bosses in Bloodborne's DLC on NG+.

But I couldn't even beat this damn boss with a freaking guide!!! I was stuck on this boss for months until I finally decided to drop the game and watch the ending on Youtube.
 
It took me over ten hours to beat the final boss in Shinobi PS2 on the game's hardest difficulty, Super mode.

Tyson in Punch-Out NES and the final boss of Vanquish on God Hard mode are probably the closest runner-ups (the latter taking around six hours).
 
Wiegraf/Velius in Final Fantasy Tactics. I didn't have any save points before the castle, so I'd have to restart the whole game to get Ramza better skills, and I didn't want to do that. I tried for about a week before I put the game down in frustration. A month later, I came back to it and beat the fight on my first try
 
Dark Souls 2:

The Pursuer: 50+ attempts on my first playthrough, i never managed to pull off the parry trick, nowadays i can beat him rather easily

Fume Knight: 80+ attempts over the course of 3 days

I haven't tried Dark Lurker, Ancient Dragon or King soandso yet (and i don't care to).


Bloodborne:

Ebrietas: 50+ attempts, the long-range magic attack always gave me extreme difficulties

Rom also wasn't exactly a walk in the park, until i watched a couple of videos and used a different weapon

Martyr Logarious: don't remember how many tries, but quite a few. Fell off the roof several times. Enjoyable fight, though.

Jedi Knight - Mysteries of the Sith:

Kyle Katarn: yeah...
 
As far as i can remember i'd say the Metal Gear Rising Revengeance final boss, i had a lot of troubles trying to avoid his meteorites attack
 
For me I'd have to say Vael in Vanilla Wow. SInce you only got 1 hour of tries a night it took us probably a month to finally beat him.

Also the final boss in Vay on Sega CD for longest successful attempt. Vay had this stupid mechanic where a bosses hp bar meant nothing since he would stay alive for a long time after it was depleted. Only the main character and your magic user did any damage and I ran out of magic after 20 min, that fight probably took over an hour but I could be misremembering after 15 years
 
Yogg saron in wow me and my friends kept wiping for 8 hours lol but we finally beat him. I know u can solo him now its crazy.
 
It took me like 8 months to beat Calamity from Xenogears, only because I didn't know you could buy upgraded parts from Balthasar.

Also the last boss for the game Evolution on Dreamcast took me a while to beat too. I think I was just under leveled.
 
Yeah The End is another one that took a ridiculous amount of time. Once you learn the trick of easily following him from spot to spot, it's a lot easier.
 
Drakengard 3

Seriously, fuck this and whoever thought it would be okay to fight this damn thing in a freaking action title!

All these Bloodborne and Souls series bosses that people are saying, I beat them all by myself. Even bosses in Bloodborne's DLC on NG+.

But I couldn't even beat this damn boss with a freaking guide!!! I was stuck on this boss for months until I finally decide to drop the game and watch the ending on Youtube.

I was able to get about a third of the way through until you started getting notes where Michael is off screen. I gave up and went with using a video that showed the timing of all the notes, and even then it took at least 20 tries to get it synced properly and not screw up. The last couple notes when the screen had already faded to black are just evil.
 
Street Fighter IV, cousin buying it on releasedate as he, me and another cousin took random turns at the singleplayer mode. Took us 20-40 minutes to take down Seth. None of us were (are) any good at classic fighting games though (obviously).

I only used the pray command during Earthbound's Giygas fight when I was at the very end of my rope, so that must've taken me 30 minutes to get there atleast.

And ofcourse being underleveled for the Bloody Mary battle from Terranigma. Poke her a few times for 3-4 damage, run away, repeat.
 
I encountered a bug during the last fight of the DLC dungeon in Lost Odyssey, which caused all characters to stop performing actions. This is a dungeon where all enemies are max level and there are something like thirteen increasingly difficult floors with no areas to save. The camera kept circling the battle while steadily pulling back. Everyone, including the boss, maintained their waiting animations but no actions occurred. Eventually the camera pulled back beyond where the battle was being rendered, so there was just this cube floating in black space. I waited. The camera kept pulling back. Two hours later the battle screen was barely a pinhole in the middle of a dark screen. I turned the game off and sold it the next day.
 
I was under levelled for the shadow Mitsuo fight in P4 and didn't have access nor could be bothered to fuse black frost at that point. Shove needles in my eyes tedious, he literally took about an hour each time, IF I didn't wipe to some bullshit hit on my MC.

Worst fight...because you had to watch his health bar slowly, very, very, very, slowly decrease by minimal amounts. And you couldn't even just wing it, as a single unprepared turn could wipe you.

Fuck that fight.
 
I recall some of the final bosses in the original Baten Kaitos took forever due to their high HP and the slow-as-balls battle system. And then
after beating the final boss, and watching 30 minutes of ending cinemas, there's a surprise attack from another one of the game's bosses, thankfully that one is pretty simple and all you need to do is stay alive until a special card can be drawn
. Wanted to like Baten Kaitos but the sluggishness and long boss fights really hurt it. Thankfully, Origins was much improved.
 
Probably Razorgore in WoW. Went in the day it came out, was there for weeks. Couldn't tell you the overall amount of hours though.

SP probably O&S. Didn't help that I had no idea what I was doing.
 
It took me about 2hours to beat the final boss in Darksiders. Not because it was hard but I just couldn't do the QTEs required to beat the boss. But thanks to GAF I learned a technique to succed in mash button QTEs.
 
Spend about an hour and a half EACH on Emerald and Ruby Weapon from FFVII. They asses had too much goddamn HP at the time.
 
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Final boss from Oath in Felghana took me like 3 hours on normal and maybe 5 hours on hard. Haven't bothered trying the game on nightmare mainly due to this rude boss.

Last non-true end boss in Bloodborne took me about 5 hours as well, what a jerk.
 
I was able to get about a third of the way through until you started getting notes where Michael is off screen. I gave up and went with using a video that showed the timing of all the notes, and even then it took at least 20 tries to get it synced properly and not screw up. The last couple notes when the screen had already faded to black are just evil.

Yeah,
Zero
and 3 first
intoners
are do able but when
Two
appears it just gets impossible to see the damn notes!

I really hope that Taro learned his lesson and doesn't pull this kinda shit in NiER Automata.
 
So I got to FireLurker in Demon Souls under leveled. I beat him, but it took me an entire hour! No death, just one battle that lasted an hour of me whittling down his health. I'm pretty sure if I didn't kill him, I probably would have traded the game in. Ha
 
I remember it taking me 5+ hours to beat Serenade and Bass GS during my first run of BN3. That was probably just me being a dumb kid though, I can do those fights in 10-20 minutes now.

I don't remember exactly how long it took, but it took many attempts over the course of two weeks for me to beat Minerva in Crisis Core. Matter of fact, I don't even want to know exactly how long it took me to beat her.
 
Kalameet from Dark Souls in a SL1 playthrough. From what I recall, took me about five solid hours of retries before I defeated him. I thought that he, being a dragon, would be vulnerable to lightning ... ugh.

Comparitively speaking, he is. I fought him on an SL5 build, and had to use a Lightning Scythe to kill him.

I think the final boss of Wonderful 101 should count, yes? If we count all the phases and cutscenes and everything, it's like 3 hours for most people. He's basically his own chapter.
(Thankfully there's a lot of variety in it)
 
Hard to say. Usually, if I can't beat a boss in under an hour, I look up how to do it online. Execution based stuff isn't a problem, it's the ones where you have no idea what you're meant to be doing.
 
I know someone mentioned it earlier, at least once, but Yiazmet from XII - The guide outright called out that the fight could not be completed in less than 6 hours with fully maxed out characters and gear, and if you went in with less than that, it was doable, but to expect roughly 8 hours of fighting.

They put a save point right outside of the fight so you could constantly refresh your health and MP with regular cycles.

It took me around 7.5 hours, an entire afternoon an evening to finish him off. I knew if I gave up I'd just never go back and try again. Lol.
 
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