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Hardest battle you've had in any Pokemon game?

Guy

just a guy
7,128
Posts
15
Years
FireRed. Lorelei. This was years ago, but I had such a difficult time battling Lorelei the first time I played FireRed. I lost to her numerous times before I got so upset and restarted the game. Nothing has been as challenging for me since then.
 

Cerberus87

Mega Houndoom, baby!
1,639
Posts
11
Years
That Veteran in Challenger's Cave with a team of Snorlax, Excadrill and some other OU Pokémon. Would've been easier if I wasn't underleveled.
 

icycatelf

Alex
3,544
Posts
19
Years
Probably Red in HeartGold Version. I even traded myself two LV.100 Pokémon and still lost the first two times.

Next to that, probably Whitney's Miltank (Silver) or Lorelei (Red).
 

Caelus

Gone
2,691
Posts
15
Years
  • Seen May 26, 2013
Probably Red in HG/SS. He was already tough to beat in GSC but they took it to another level in the remakes. That Pikachu I'm pretty sure was a level 88 and his other Pokemon were at least level 83.
 

CloysterOyster

Master of Ice
849
Posts
11
Years
Red in Pokemon Gold, Silver and Crystal, and the Battle Tower in Olivine City in the Crystal version. I beat Red a few times but the Battle Tower trainers killed me. The legendary dogs (Raikou, Entei and Suicune) gave me a run for my money too, especially when they use Roar on me or run away.
 

Mr. Whiscash

Unegged Hatch
89
Posts
15
Years
  • Seen May 8, 2016
Trying to fight Claire in SS with only Pokemon based on predatory animals. Also they're underleveled.
 

heyo

HEYO!
113
Posts
11
Years
  • Age 27
  • Seen Nov 24, 2023
Definitely Whitney. Her Miltank has godlike strength.
 

RenegadeClyde

....'-'.
39
Posts
11
Years
Morty and Whitney in GSC: The only problem I had with Morty was his Gengar. DAT HYPNOSIS. In my first battle with Whitney, I lost badly. (Miltank's rollout totally slain my Quilava. >_>) But for some reason I've won the second battle easily. (Maybe because she kept missing the rollout. '-')
Steven In Ruby: It was a tough battle, especially when I was fighting against his Cradily and Armaldo.
Iris in White: I did not have ANY Pokémon that could fight against dragons. And her Haxorus is insane.
 
15
Posts
15
Years
  • Age 27
  • Seen Feb 28, 2024
Honestly never saw what the fuss about Whitney's Miltank was; I mean they gave you Machop in the exact same city. It had super-effective against the entire gym and in addition resisted Rollout.

On-topic, probably Red in the original Gold. I did a Jigglypuff solo run a while back and I had to grind it to 100 to get there (and even then I had to use half a dozen revives/full restores).
 

Faore

:D
24
Posts
11
Years
  • Seen Oct 14, 2013
My hardest battle was Volkner in Platinum. My highest lv was a lv 56 Empoleon. All my others were below lv 40.
 

Toutebelle

Banned
122
Posts
11
Years
Iris in Black 2. She was a nightmare. This was during the rematch - she wasn't too bad for the initial match. Her first four Pokemon didn't put up a fight, but her Archeops was a killer with its Stone Edge and Acrobatics. Then, when I finally beat it, she pulled out the big gun: Haxorus. That Haxorus was the hardest Pokemon I ever faced, what with Dragon Dance and Outrage. It took me 15 Revival Herbs. Luckily my Chandelure's Flame Body was able to burn it. I kept spamming Revival Herbs until the burn caused Haxorus to faint. Thank God Iris used up her Full Restores before Haxorus. (At least this was normal mode - if it were Challenge Mode, Iris might have used a Full Restore.)

Nishino in Castelia City was also hard. His Lickilicky had four uber moves and they kept fainting my Pokemon.

Cheren was pretty hard for a first Gym Leader. Riolu had no good Fighting moves, and Cheren's Lillipup kept using Work Up.
 
2
Posts
11
Years
  • Seen Feb 22, 2013
My hardest battle by far was way way way back in the day when i had just gotten my first ever copy of red. I had never played pokemon. Not even knowing what to expect from the elite four, i rushex in and Agatha that old hag beat me so many times. Her gengar rocked me. Ughh, i hate you Agatha.
 

Elaitenstile

I am legend
1,908
Posts
11
Years
  • Age 24
  • Seen Feb 27, 2015
Cynthia in Black. Definitely the best, that Garchomp + Outrage and Eelektross + Dragon Claw wiped me off. First my Hax, then Excadrill, and creamed everyone else as well. Next time I took in Reshiram and Kyurem... I feel sorry now.
 

LHT

I do pokemon sprites sometimes
40
Posts
12
Years
For me the hardest battle I've ever had is Shauntal in BW1, she managed to DESTROY my Arceus in lvl 89, even with type disadvantage.
Second, I think is Elesa in BW2, I hate that Emolga.

Besides that, Cynthia in BW2 is a *****.
 
97
Posts
14
Years
Surprisingly, I had a good time with Red. (I used the exact same team he used, but I had lower leveled pokes)

Whitney's miltank kept rolling my pokemon for 3-6 days before I finally prevailed.
 

Apollo

怖がらないで
1,333
Posts
11
Years
  • Age 23
  • Seen Jul 22, 2017
Mine was May in Emerald, in that Cycling Road route. Our Pokemon had the same levels, but her Combusken was very hard to defeat. ): Second has to be Whitney and her Miltank, and Brawly would be the third, I guess.
 
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