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* Facing Legendaries, though technically [[Gotta Catch Them All|the goal isn't to]] ''[[Gotta Catch Them All|defeat]]'' [[Gotta Catch Them All|them...]]
** Arguably, Tate and Liza in ''[[Pokémon Ruby and Sapphire
** The battle against {{spoiler|Primal Dialga}} and the preceding cutscenes in ''[[Pokémon Mystery Dungeon Explorers
** Also in ''[[Pokémon Mystery Dungeon Explorers
** [[Enhanced Remake|Explorers of Sky]] adds to this with the final secret mission. {{spoiler|[[Future Badass|Grovyle]], [[Heel Face Turn|Dusknoir]], and [[Tsundere|Celebi]] versus Primal Dialga as they all slowly disappear due to the timestream repairing itself. It ends with all of them being revived by [[God|Arceus]] and getting to see the first sunrise of their lives. A perfect end to Grovyle's story.}}
* The final boss encounter in ''[[
* [[Captured Super Entity|XD001.]] Becomes an [[Anticlimax Boss]] with the Master Ball, and even without the Master Ball it's easy to KO. Just not to catch.
* The Elite Four. Hell, the battle with Cynthia alone. (By the way, the propaganda about Spiritomb having no weaknesses? Not true. If you use Foresight to remove the Ghost-type immunity to Fighting-type moves, it's just as weak against them as any other Dark-type would be.)
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** If you do decide to use a Fighting-type with Foresight... have fun with Spiritomb's Psychic attack. But then again, half the fun with the whole Elite Four was seeing what kinds of crazy moves their Pokemon would try to throw at you to compensate for their weaknesses, and adjusting your battle strategy accordingly.
** Cynthia is generally improbably cool. Not only she has a kickass well-trained team, an awesome battle track, but she is an appealing character as well, walking around and helping the player character because she thinks newbies are cool.
* Steven in ''[[Pokémon Ruby and Sapphire
* [[Crazy Awesome|Miror B.]] Hard? No. Epic? No. But he's a disco dude with an enormous Poké Ball-colored afro and [http://www.youtube.com/watch?v=WuhqoZvyntA the most hilarious Pokémon battle music ever.] What's not to like?
* The [[True Final Boss]] of the second generation and its fourth-generation [[Video Game Remake|remakes]]. You've obtained sixteen badges, and defeated every Gym Leader within your reach. Your team of [[Mons]] is fully-evolved and totally ready and pumped to kick some ass. You've literally defeated every other trainer in the two regions. Who could possibly be left to challenge you? [[Continuity Nod|Who else but]] ''[[Previous Player Character Cameo|Red, the protagonist of the previous game]]'', who after four generations still wields the highest-leveled Pokémon in the series (even taking his crown back from ''[[Pokémon Diamond and Pearl
* To some, ''[[Pokémon Gold and Silver
* {{spoiler|Mewtwo}} as the final boss of ''[[
* [[Knight Templar|Cy]][[Big Bad|rus]] in the [[Eldritch Location|Distortion World]] in ''[[Pokémon Diamond and Pearl
** The Giratina fight following it also is very awesome, due no doubt to the music and just the fact that you're fighting a powerful being that probably isn't too happy with what Cyrus was doing and probably thinks you're part of it. It's also a pretty tough fighter in its own right and won't give up easily.
* Mewtwo. [[Pokémon Red and Blue
** Another way to make it an anticlimax boss is to fight him with a Tyranitar in FRLG, allowing you to catch him with baseline Poké Balls with total ease, if a bit of a time investment. As a Dark-type, it is unaffected by Mewtwo's Psychic-type offensive moves and its ability calls constant sandstorms to whittle down Mewtwo's health, which is healed with Recover before he can faint.
*** Then there's the solo battle in ''Pokémon Stadium''. That he challenges you is his way of saying, "Hey. I can beat you and your whole team by myself. Bring it on!" The arena is made of a bunch of transparent crystalline material, and he has music befitting a final boss. And because the balancing issues hadn't been sorted out yet, he stood a pretty good chance of actually wrecking your team all by himself.
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** {{spoiler|Ghetsis}} and more specifically, his HYDREIGON. That meta-gaming jerk has a mid-50s Hydreigon [[The Computer Is a Cheating Bastard|(the game mechanics have it evolving at 64)]], plus it's loaded down with SURF, FIRE BLAST, FOCUS BLAST, and... Dragon Pulse?... Anyway, so yeah. It'll just about oneshot ANYTHING it can line up a type weakness against. So your list of types to fight it with are slim. Best option is a PURE Fighting-type, as it is a Dark / Dragon. Barring that, Water (Samurott and/or Jellicent) works, too.
* Some of the later battles against Norman in ''Emerald'' can feel like this. It's not just the thrill you get after taking out his skill-swapping Slaking, which received a negative ability just to keep them balanced. It's what he says after you beat him: ''"<Your Name Here>... What is your dream? My dream... Hahaha...[[Crowning Moment of Heartwarming|It has already come true, actually]]."'' To summarize: it's not just beating him, it's that instead of resenting that his child has defeated him multiple times, he's genuinely happy for you.
* Fighting [[Big Bad|Maxie]] and [[The Dragon|Tabitha]] at the same time alongside Steven in ''[[Pokémon Ruby and Sapphire
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