1 Ghetsis (Pokemon Black and White)
Ghetsis, the twisted mastermind behind Team Plasma, presents a formidable challenge with his diverse and high-level team, led by a beastly Hydreigon. His cunning strategy and powerful Pokemon make for a tense battle that you won't forget.
Hard battle set to the beat of ominous drum beats and Latin chanting.
When I played Pokémon Black, I hated fighting Ghetsis. You fought him after N, allegedly making you the champion, but no, Ghetsis just has to intervene for no reason! Thank god for my Embroar.
2 Cynthia (Pokemon Diamond and Pearl)
Cynthia, the Champion of the Sinnoh region, is renowned for her formidable skills and her balanced team, headed by the devastating Garchomp. Her strategic prowess and diverse team make her a fearsome opponent for any trainer.
Every single Pokemon on her team is extremely dangerous. literally all of them. her Garchomp will haunt me forever. That thing is a hacker. How is it so darn good at scoring Dragon Rush flinches? The only way to remedy him is to have a strong special attacker who has ice beam and then also outspeeds him.
Also, at the time, her Spiritomb literally had literally no sorts of weaknesses whatsoever.
Cynthia is hard but there are other fights that are much harder than she is.
Me: Finally! The champion! Let's see what...
(Piano starts up)
Cynthia: I've been waiting for you, kid. You wanna know why I'm wearing black? It's your funeral.
Me: Eeek! (Flies back to Twinleaf Town). Faster, Staraptor!
She's way too hard in Diamond, Pearl, and Platinum. I think her difficulty is getting toned down in Brilliant Diamond and Shining Pearl, though.
3 Totem Mimikyu (Pokemon Sun and Moon)
The Totem Mimikyu fight in the Alola region's ghost trial is a tricky one. Its Disguise Ability allows it to shrug off the first hit, and it gets a boost in all stats at the start of the battle, making it a deceptively tough opponent.
I played Pokemon Sun first and he Always outspeeds me and one shots me with Play Rough. His ally pokemon always outspeed me and put me to sleep with Hypnosis. the only reason why I beat him on my very first try was because I always spammed revives during the battle. But well for whatever reason, he was much easier for me when I played Moon and I am really not very sure why though.
4 Whitney (Pokemon Gold and Silver)
Whitney, the Goldenrod City Gym Leader, is notoriously difficult due to her Miltank's Rollout and Milk Drink moves. Many trainers have found themselves on the wrong end of a Rollout chain that wipes out their entire team.
Everybody knows the story of her overly terrifying Miltank. in my opinion.
Drinking milk to heal.
5 Darkrai (Pokemon Super Mystery Dungeon)
Darkrai, the Pitch-Black Pokemon, serves as the final boss in Pokemon Super Mystery Dungeon. It puts up a ruthless fight with its dark type moves and ability to put opponents to sleep, making for a truly challenging battle.
Cresselia goes down in history as the biggest waste of time in the history of Pokemon companions.
I love Darkrai! And Darkrai is so annoying to beat!
6 Clair (Pokemon Gold and Silver)
Clair, the Blackthorn City Gym Leader, has a formidable team of Dragon-type Pokemon. Her Kingdra's ability to resist most types of attacks, coupled with its powerful Hydro Pump, can create a real headache for trainers.
Her Kingdra was, at the time, only weak to Dragon Type Moves. Which I never had at that very moment in the Video Game. Ever.
She was awful in crystal.
7 Greevil (Pokemon XD: Gale of Darkness)
Gale of Darkness): Greevil, the boss of Cipher, the antagonistic team in Pokemon XD, presents a real test for trainers with his team of Shadow Lugia and other powerful Pokemon. His lineup is not just strong, but also incredibly bulky, turning this encounter into a protracted struggle.
Greevil makes Ghetsis fight look like a joke. If anyone played Pokemon : Gale of Darkness, they know what I'm talking about.
NO! STOP! this is the longest video game boss battle, even longer than that ugly absolute virtue!
8 Elesa (Pokemon Black and White)
Elesa, the Nimbasa City Gym Leader, is known for her electrifying strategy. Her Emolga's Double Team and Volt Switch moves can cause trouble for many trainers, making this a high-voltage showdown that can be hard to navigate.
Her Emolga's Volt Switch Spam was horrifying in my opinion.
9 Evice (Pokemon Colosseum)
Evice, the hidden boss of Team Cipher, can be a nightmare for unprepared trainers. His team, led by the legendary Shadow Tyranitar, requires some serious strategy and a well-balanced team to overcome.
10 Lenora (Pokemon Black and White)
Lenora, the Nacrene City Gym Leader, is a real test of a trainer's mettle early in the game. Her clever use of Retaliate with her Herdier and Watchog can catch you off guard if you're not careful, making this a battle to remember.
For whatever reasons Normal Type gym LEaders have always been able to be giving me among the most trouble. Her Watchog was irritating as hell and while her Herdier was not quite as bad I hated her Herdier too.
Well, if you chose Oshawott, this battle should be smooth sailing. Tepig and Snivy, on the other hand...
11 Ardos (Pokemon XD: Gale of Darkness)
Gale of Darkness): Ardos, one of Cipher's top admins in Pokemon XD, has a team of powerful Pokemon including a Salamence and an Alakazam. His Pokemon's wide range of types and high level make for a daunting encounter.
12 Fantina (Pokemon Diamond and Pearl)
Fantina, the Hearthome City Gym Leader, presents a ghostly challenge. With her Mismagius's potent Shadow Ball and her other Pokemon's array of status-altering moves, she can quickly turn the tide of the battle in her favor.
13 Blue (Pokemon Red and Blue)
Blue, your rival and the final challenge of the Pokemon League, has a well-rounded team that adapts based on the starter you chose. His unpredictability and his team's high level make him a worthy adversary for any aspiring champion.
I have to admit, I hated his character but he really truly did have one of the most competitively balanced teams in the whole entire game.
14 Juan (Pokemon Emerald)
Juan, the Sootopolis City Gym Leader, specializes in Water-type Pokemon. His Kingdra with its Double Team and Rest tactics can provide a frustrating challenge, requiring both patience and strategy to overcome.
15 Primal Dialga (Pokemon Mystery Dungeon: Explorers of Time/Darkness)
Explorers of Time/Darkness): Primal Dialga, the final boss of the Mystery Dungeon series, is a force to be reckoned with. Its Roar of Time move can wreak havoc, making for a climactic and intense battle.
This took me weeks or even MONTHS just to beat this boss.
16 Norman (Pokemon Ruby and Sapphire)
Norman, your character's father and the Petalburg City Gym Leader, relies on Normal-type Pokemon. His Slaking can be a genuine threat with its high Attack stat and its devastating Facade move, especially when it's under a status condition.
17 Ultra Necrozma (Pokemon Ultra Sun and Ultra Moon)
Ultra Necrozma, a boss in Pokemon Ultra Sun and Ultra Moon, is notorious for its high stats and its ability to dish out incredibly powerful attacks, such as Photon Geyser. It's a true test of a trainer's mettle.
18 Red (Pokemon Red and Blue)
Red, the protagonist from Pokemon Red and Blue, serves as a hidden boss in the Pokemon Gold and Silver games. His team, including a highly-leveled Pikachu, presents a challenge even for the most seasoned trainers.
19 Steven Stone (Pokemon Ruby and Sapphire)
Steven Stone, the Champion of the Hoenn region, has a formidable team of Steel and Rock types, led by his signature Metagross. His smart strategies and powerful Pokemon make for an epic final battle.
20 Eternatus (Pokemon Sword and Shield)
Eternatus, the legendary Pokemon in Pokemon Sword and Shield, presents a unique challenge with its ability to Dynamax. Its powerful, max-level moves and high stats make this one of the most intense battles in the game.
21 Zygarde (Pokemon X and Y)
Zygarde, a legendary Pokemon in Pokemon X and Y, can be a tricky boss to tackle. With its unique typing of Dragon/Ground, and its powerful signature move Land's Wrath, it presents a formidable challenge.
22 Cyrus (Pokemon Diamond and Pearl)
Cyrus, the leader of Team Galactic, battles with a powerful lineup that includes the likes of Honchkrow and Weavile. His strategy and the high-level Pokemon in his command make him a daunting adversary.
23 Brock (Pokemon Red and Blue)
Brock, the Pewter City Gym Leader, is the first boss players encounter in Pokemon Red and Blue. Although his rock-hard lineup of Geodude and Onix might not seem too menacing, for trainers with a Charmander or Pikachu, he can be quite a challenge.
24 Morty (Pokemon Gold and Silver)
Morty, the Ecruteak City Gym Leader, specializes in Ghost-type Pokemon. His Gengar, with its high speed and special attack, coupled with Hypnosis and Dream Eater combo, makes him a fearsome boss.
25 Spenser (Pokemon Emerald - Battle Frontier)
Spenser, one of the Frontier Brains in Pokemon Emerald, has a well-rounded team led by a Slaking. His team's high stats and variety of status-altering moves can test even the most prepared trainers.