Kakashi Hatake - 'Naruto'

Kakashi Hatake - 'Naruto'
Kakashi is far from the only Naruto character to have a devastating childhood, but his is definitely top tier misery. His suffering begins when he becomes a ninja at the tender age of five, forcing him into a life of warfare at a time when most kids can't even spell their own names. Later, his father is shunned by the village for prioritizing the lives of his comrades over the success of a mission, and he takes his own life when the ostracization becomes too much to bear - thus leaving Kakashi to his own devices.

As a teenaged orphaned jounin, things get infinitely worse. His teammate Obito is crushed by rocks during a mission, and very shortly afterwards he's forced to eliminate his other teammate Rin after a tailed beast is sealed into her body. Things continue to suck for Kakashi long into his adulthood, but he ends up adopting a relatively chill attitude about it. It's obvious he's deeply depressed and traumatized, but hey, at least he can make jokes about it.

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