Pokémon: 10 Most Intense Gym Leader Boss Battles

2. Whitney (Generation 2)

As a pink-haired little girl who specialises in the cutest Pokémon she can get her hands on, Whitney may not appear the most challenging foe, but its her infamously difficult encounter that has sparked the creation of a number of online memes. First up is the pitifully weak Clefairy that exists purely to lure you into a false sense of security. Miltank is next to follow and simply refuses to go down, using milk drink to replenish itself if you remove so much as a fraction of its health. Additionally, it knows the move attract to charm your Pokémon into refusing to attack and rollout, which becomes progressively stronger with each use. Upon winning the battle and taking home the Plain Badge, Whitney is reduced to nothing but a puddle of tears.
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