Joke: Gyrados was originally the final evolution of the Dratini line because they are all long and blue.

Broke: Game Freak swapped around Butterfree and Venomoth during development, which is why Butterfree has more similarities to Venonat than Caterpie and vice versa.

Woke: Blastoise was originally completely unrelated to Squirtle and Wartortle, with its own pre-evolution, but was made into the final evolution at some point during development, presumably due to redundancy.

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I always think that Red and Blue Rescue Team have the best Pokémon game box art ever made for the fact that both of the box art versions are connected with each other.