Pokemon's Most Difficult Challenges

Although Pokemon is more often than not considered a very easy game, there are some incredibly hard challenges and battles that stick out among the rest.

Footage used from: Mixeli, Hawlo, Marilland, Voltar

[JPRPokeTrainer]

What’s your favorite challenge in Pokemon? Got any that I didn’t include in the video?

[castform]

Oh wow, I thought I was the only one that who hit the self destruct button on my Geodude for Miltank, mine was in a regular playthrough though. That blast was almost as glorious as the subsequent tears streaming down Whitney's face.

[GoldenDragon]

Great list, but you forgot the toughest challenge of all. Youngster Joey's Rattata. It's in the top percentage of Rattata after all.

[castform]

I never personally had trouble with Whitney, Morty was much more a pain in my Nosepass. That being said I would see the challenge she poses for different people using different Pokemon. It's not just Whitney either, there are so many trainers out there that yeah might be easy for someone but'll be a pain for someone else if they aren't prepared or don't see it coming. Cynthia, Ultra Necrozma, Leon ect.

[yusikillah]

Tbh i found the commander jupiter fight harder than mars. Skuntank only was weak to ground which i didnt have the time. super bulky and really strong STAB attacks.

[keirhardie]

I also feel like N and Ghetsis and are pretty tough

[dillonklasse]

Just imagine if they gave Whitney anything else but a chefary, imagine how much harder it would have been if she had a taros to keep with the normal cow theme or even a snorlax to keep with the tanky normal self healing team theme.

[felipedestickman]

Purugly is hacked! Report Team Galatic. :p

[Blue-feby]

one word. Ghetsis...
Fantina is up there for me followed by Lance... I'm playing USUM rn and I'm sure Ultra Necrozma is gonna top everyone here 😭

[AhmedHussain-juxd]

Honestly pokemon is hard when you don't know its coming. If you don't know that Whitney has miltank or raihan sand team. You'll lose. Pokemon isn't getting easier we are getting access to knowledge easier

[Ben-tdwi]

When you said Red has 14 of the 17 types, you mentioned he didn't have any Dragon moves even though his Charizard has Dragon Pulse. I think Bug is what you meant to say.

[ChampionBlaze]

It’s funny that you released this video today cuz literally last night I was playing Pokémon Crystal and defeated Whitney using just my Zubat named Mae using a strategy of Confuse Ray and Bite to cause flinching. Easiest battle against Whitney ever tbh lol.

[dislexyc]

Having played Gen 5 games blind recently, any boss fight including a Hydreigon was a wipe

Basically Ghetsis in both games

[masch]

Have you ever tried to beat N in pokemon b/w without using the leggendary while he is? Now i know how every NPC feels when challenging the child me

[dobadobadooo]

Surprised you didn't mention Orre Colosseum, considering it's by far the hardest challenge I've ever faced in a Pokémon game. I've still never beaten Eldes in there (though I have at least reached him, which for me was a victory in itself).
Anyways, as for the challenges you mentioned, the Pokémon World Tournament is easily my favorite. Tons of fun cameos and challenging as hell, but without the needless padding and harsh losing penalties of the other facilities.

[bupperonibizza]

Surprised the Ultra Necrozma fight wasn’t brought up. Granted, there are ways to cheese the fight, but it practically destroyed most of us during our first time fighting it.

[killingragethrowback]

Honestly, I can see your point about Machop. In the case of Whitney, I overleveled a little and relied on my starter. I honestly had a harder time with Claire's Kingdra. First time, I brought LUGIA to this fight. Later times, I taught a Pokemon Dragonbreath.

Some people had issues with Norman or Juan but I didn't. I struggled a little against Steven's Metagross, but I still beat it in my first try with enough patience.

Cynthia is the real eye opener. In Gen 4 and 5 games, she is always the toughest trainer in the game.

[pathos]

Cool video. Would be awesome to see a follow up on hardest battles in Nuzlockes specifically throughout the Gens. Fights like Lenora in Black & White can become super sweaty when you’re playing under those rules.

[littlekuribohimposte]

Miltank is not that bad if you're a real gamer and pick Chikorita. Johto's stacked against you, UNTIL this point whre you have both Reflect and Posionpowder

[jptheflipper]

there is only one I can think of, Misty's Starmie in Fire Red and Leaf Green. if you do not have a grass type or even a grass type move, it is a beast, you need to be over leveled to have a chance against it without any grass on your side.