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Winona along with Tate and Liza were the most difficult for me in Emerald.
Winona and her mutherfuckin' Altaria gave me hell. I don't remember how I beat her, but I remember saving as quickly as possible after that so I didn't have to relive that battle.
And then there was Tate and Liza and their goddamned Claydol. Never wanted to throw my game against a wall so much in my life.
>tfw both gym leaders constantly spammed Earthquake