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Wario Wario Wario
Wario Wario Wario

-Raised into a life of crime
-Mother died shortly after birth
-More skilled with heavy machinery than basic schoolwork
-Has to keep a secret double identity with dire consequences if it's revealed
-Had to go through that wretched sky stage

A lot of cute platformer characters are actually really dark when you think about it - Crash Bandicoot is a lab animal who was put through unethical tests and has a villain who at one point viewed him like a son, but his games are so wacky and silly it never really crosses the mind.
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