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Easiest? Probably the entire kanto region leaders (excluding Blue), since you're pretty well leveled at that point in the game.
The hardest was definitely Whitney (Because of Rollout + High HP and Defence) or Jasmine (If you didnt start with Cyndaquil)
I never used Red Gyarados on Gold/Silver, since I always had all 3 starters (Thanks to the 3 starters exploit)
I either used it as an HM slave, or just threw it into my box...
Wow... Im a terrible person... Abandoning poor, innocent creatures like that...
My name is George (AKA Kyrotix)
You could say I'm pretty educated in pokemon stuff.
Im more a fan of the games rather than the anime/manga (especialy not the manga...)
Yeah. Any questions?