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The hardest E4 leader was the hardest for me was Drake because at the first time went through the game, I had no Dragon type Pokemon or Ice type Pokemon with me.
I trained my pokemon quite decently in fire red like all pokemon at 55 lvs or so and I really had no problem with them. I must admit though that sinnoh's elites are really elites(in platinum not in D/P) and are very tough even if you train your pokemon upto lv 55.
at first I thought they were hard, but as I got older (and started a new game and actualy trained) it was pretty easy. The only one that gave me a challenge was Phobe.
RBY is hard for me. GSC can be a tad difficult. RSE is perhaps the easiest for me. I only played through Pearl once and it was fun beating Cynthia after losing on a Brave Bird double KO on our last Pokes (Staraptor and Roserade)
Wrong forum this is talking about Generation 3 not generation 4 which Cynthia is part of.
Well I think the hardest is Drake. I'm doing a monotype challenge and I'm up to battling him and its like every time he uses Dragonbreath it paralyzes me even though its only a small chance of it being meant to do it. -_- I just wish to kill him and move on
Phoebe's Pokemon (particularly Dusclops) can be a pain to take down, and she can inflict whatever status condition while you're trying to bring them down. She gets my vote.
If you don't have Ice Beam, I can see how Drake could be a challenge.
Really firered's lorielie was hard after that it was ok becausei lost so much i was actaully training against her so yh her lapras has moves mine cant learn and they were the same level eventaully