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Your longest time spent on a boss battle

I spent about an hour without dying fighting Wendy in Nier on hard mode before giving up and lowering the difficulty. Spending one hour in the same boss fight (not as in repeating the boss after losing, but as in still fighting the boss an hour later without having died yet) is kind of ridiculous.
 
Abhorrent Beast & Ebrietas, Daughter of the cosmos in Bloodborne ; both ot them took hours to beat and actually ran out of bloodvials on multiple runs...
 
High Dragon in Dragon Age Origins took me 35 minutes give or take. One continuous battle.


Watchdog of the Old Lords v2 in Bloodborne Chalice dungeons is probably the runner up. Maybe 10 minutes or so.
 
took me about a year to beat the final boss of paper mario the thousand year door. i basically just stopped playing it out of frustration one summer and then picked it back up the next summer. it's still one of my top 10 favorite games of all time.
 
Final boss arena in Ninja Gaiden 3 Razor's Edge. All you have to do is fill up your ninpo meter and use a spell to win the game......took me about 3 hours...I almost cried and lowered the difficulty, but I didn't and won in the end.
 
This guy in the Wonderful 101 to get the Punch-Out achievement (Beat the boss without getting hit) for a few hours

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Let's see...

I took a few hours on
Disciple Lorithia
from Xenoblade. At least 3 hours. Maybe 4. My most hated boss probably ever. So cheap.

It took me forever to beat
Vicar Amelia
from Bloodborne. Multiple attempts across two days. Probably combined like 4-5 hours. Eventually, I just went co-op and beat her on the first try.

Ebrietas
from Bloodborne was another long battle. It took me 3-4 hours. Wasn't super long, but felt like forever. I did it solo and it felt great when I finally stomped that...whatever that thing was.
 
It's probably not the longest, but definitely the most recent boss that I spent a ton of time trying to beat was that air filter boss from Dead Space.

I didn't have any ammo, and I didn't really understand the kinesis mechanic. Was not very fun.
 
Hmm lets see... probably Jailer of Love from FF11 back in the day. I had a not-so-good Sea group and it took us about 2 months of trying 3-4 times a week to kill it.

Never again.
 
Sephiroth in Kingdom Hearts. I never did end up beating the bastard.
I just gave him the most attempts anyway, before I said Jeff this and continued on my merry way.

I struggled with Cid in FF12 as well... to the point I put the game down for like 5 months.
Came back randomly one day, and rocked him my first go. Was such a surreal experience. But damn, at the time I thought I'd never beat the game he kept rocking me so hard.

I struggled with a boss in No More Heroes for awhile too, till I finally figured out the dodge counter rhythm.
 
If I remember correctly its this guy
Dhoulmagus from Dragon Quest 8. I still haven't beaten him.....soooooo 10 years now? I just got frustrated with him as a kid and gave up. Now I don't have time or the desire for these type of RPGs anymore to come back and finish. I guess he doesn't really count being me not even beating him, but he's the only one I can remember taking an abnormally long time lol.
 
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Are we counting bosses that we got frustrated enough with that we put the game down at that boss fight and waited years before returning to it? Because if so, it's that one clown boss from Link's Awakening. I don't even remember what was hard about him, and he wasn't that difficult when I got back to him after several years of not playing LA, but I was seething trying to fight that guy when I was 9. Red in Pokemon Gold was in the same boat, but I never actually beat him; I kept neglecting to use items and my only 2 overleveled Pokemon (Feraligatr & Ho-Oh) were weak to that Pikachu. When I came back for Round 2 after beating Emerald, I saw that my file was corrupted.

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If we're counting overall time, though, it was the Guard Armor from Kingdom Hearts. Again, I breezed through him when I played the remake, so I guess I just hadn't gotten a handle on how to play the game the first time, but I spent a week straight, wasting at least an hour a day, on this guy when I was 10. I've fought hundreds of harder bosses since (And quite a few harder ones prior), but for whatever reason, the Guard Armor took me longer than anything else.
 
In the Bloodborne Old Hunters DLC, I still haven't beaten
Laurence, the First Vicar
. Every time I get to his last phase, I crack.

I'm playing on NG+++. I get the feeling he wouldn't be hard at all on regular NG. He has several attacks that kill me instantly and many more that are likely to just hit me twice. Coupling that with his huge health pool and my poorly leveled character, I needed to take a break from that for my own sanity. The third phase is a mess and I keep dying when he has so little health left. And when I die, I try again and am able to observe myself getting worse. Jesus Christ.

It became an obsession for me. I'd guesstimate around 10 hours - talk about repetition
 
There's a boss battle in one of the Digimon DS games with a ridiculous amount of HP. I was also underleveled at the time, but I could consistently heal myself. I could only take away a pixel of HP each turn, and the battle system was really slow. It took hours.

Also, in Puzzle and Dragons I used Odin to cheese Hera, but it took me two hours.
 
The final boss in Bayonetta on Infinite Climax mode. Boy, was that really stressful for me until I finally defeated it. Lol

It took me hours.
 
For me, it would probably be the fight against
Vexen
in Kingdom Hearts: Re: Chain of Memories, specifically the one in front of the castle in Twilight Town. I actually love the card-based combat in the game, but boy do I suck at it.

In more recent memory, I spent a huge amount of time fighting
Sans
in Undertale. Only got halfway through too!
 
Ornstein and Smough. I horded all my weapon upgrade mats, I didn't know upgrades do so much damage. I was using a basic spear and was taking away a cm of health every hit. I thought they were just tough. Hours and hours of trying, damn it was the best when I finally defeated them.
 
I'll throw the final boss of arc the lad 2 into the mix.

Victor Ireland (Vireland here on GAF). Has gone on record that they fiddled with his stats a bit.

I'm not sure if they made him harder or easier, but after Two 2 playthroughs, I determined the only way to beat the game was to cheese him using a move that grants two turns of invincibility for MP AND have an accessory equipped that drops MP costs to 0.

The boss took me at least 2 days of playing whenever I had a chance to
 
It became an obsession for me. I'd guesstimate around 10 hours - talk about repetition
For me I usually try him for about half an hour, contemplate sniffing glue or jumping off a bridge, and then put it out of my mind until I try again.

My most recent attempt saw me get him down to his last phase until my weapon was close to breaking and I started doing reduced damage. He was literally 1 hit away from death and he got me.
 
When I was a kid I could not beat the final boss of Paper Mario TTYD. I tried and tried, went back and grinded, restocked on items, did everything I could imagine, but could not beat her.

Years later I randomly decided to pick up the game again and beat her on my 2nd try. Was pretty surreal seeing the credits for the first time after all those years.

My wife and I tried to beat this final boss years ago. To no avail! I remember trying to go back to level up or get more items was a long haul too. We will restart the game sometime and give it another shot....
 
Hyperdimension Neptunia Mk.2 had a "forced loss" boss fight that theoretically you could beat if you were dumb or had a stupid amount of patience. Cue me spending almost an hour chipping away minuscule amounts of HP while the boss kept on OHKOing 1-2 party members per turn. Wasn't even worth the effort, you get a bunch of EXP and the story still acts as if you lost.
 
Final boss of Medarot 8. Even with the strategy I found on the internet the fight itself still took forever, I still had lots of close calls, and it still took multiple attempts. The worst part is that you have to do the fight twice in a row with no opportunity to save.
Then you fight the REAL final boss but that fight's easy as hell

Honorable mention is the ultimate boss of YW2 which I don't think I'll seriously attempt ever because FUCK. THAT. SHIT.
 
OoK in Bloodborne DLC took about 40 tries. Phase 1 was easy, but I couldn't deal with phase 2. Hardest boss in the souls series for me.
 
The second to last boss in Ninja Gaiden 2, that motherfucker took me like 6 to 7 hours to beat. Funny enough the last boss took me one try.
 
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Nyx Avatar
, Persona 3. Most harrowing mandatory boss in an RPG I've ever fought.
 
I honestly remember very little about the fight or why it was so hard/took so long, but I know for a fact it was this guy for me.

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Smough & Ornstein. I didn't know if it took fifty tries or more, but it cemented by love for the series and also was probably the most rewarding boss fight I've ever had.
 
Culex from Super Mario RPG, I was sick at the time and kept falling asleep during the fight because the medicine made me drowsy. I'd say it took 20 hours and maybe 4 or 5 attempts to beat him. I have no idea wtf was happening in that fight while I was playing. I don't even remember if I fought him intentionally or if I stumbled on him by accident.

Ooh agreed, I took a while.

And that's simply because I didn't know much about Geno's power up boost (didn't think it did anything) AND also no Lazy shell/etc. gear. Might have had the frying pan though.

Lazy gear made you too OP - as long as someone had the Lazy shell and enough items, it's an auto win.
 
not really a boss... but i came across a ??? lvl bear in Witcher 3 whose pathing was fucked behind a log... so i spent the better half of 3 hours hitting it for 1dmg with my crossbow...

even trying to hit it with my sword every once in a few hits for good measure. (10-20dmg)

it kept one shotting me when id miss a dodge trying to hit it with swords...
 
God of War 3. Hardest difficulty available for the first playthrough.


Stuck for like a month. What sucks about that is that this was my first God of War game, and I fucking loooooooved it. So here I am, nearing the end of this tale, at Zeus's fucking doorstep, but then I gotta fight a Cerberus and several Sartyrs? At once? FUUUUUUUCK THAT. Gave up for another month or so, I think. Came back and beat it on my first try, guess I was used to playing a certain way up until that point in the game./
 
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