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Hidan (飛段)Age: 22 on surface, though immortal.
From: Yugakure, the Village Hidden in the Steam
Weapon: 3-headed Scythe
Because he is a member of the Jashin religion, Hidan has immortality. This immortality will end, however, if he does not regularly sacrifice people to Jashin. This is a religion that worships a deity of the same name and where anything less than death and utter destruction is considered a sin. His religion's experiments have led to the creation of his unique abilities; by consuming an opponent's blood and then drawing Jashin's triangular-design on the ground, Hidan can create a voodoo doll-like link with his opponent. Once this link is created, any damage done to Hidan's body is reflected on his opponent, allowing him to kill them by giving himself fatal injuries. Because he is immortal, Hidan is not impaired while doing this, instead finding pleasure in the pain it causes him.
Hidan is sadistic, arrogant, rude, and impatient. All qualities which his partner, Kakuzu, finds annoying. He and his partner, Kakuzu, fight and argue constantly, so it might be a wonder why they are put on the same team. Kakuzu actually commented that he and Hidan made the perfect team, because even thought Kakuzu has the urge to kill Hidan often, he is unable to due to his partner's immortality. Because Kakuzu is considered immortal as well, their own fellow Akatsuki member, Kisame Hoshigake, jokingly referred to the team as the "Zombi Combi". Hidan likes to annoy the other members of the Akatsuki, and even refers to them by insulting nicknames, such as "Dei-chan". He dislikes Pain's authority over him and openly challenges him in front of others. Hidan's aggressiveness is the reason he left his village, where he was frustrated by the peace and lack of violence, before leaving he slaughtered many of his neighbours in cold-blood for entertainment.
When people talk about a knife's edge between pleasure and pain, they are usually talking about their own pain. But these people like to get their kicks from the pain of others. These people will make you scream while they grin from ear to ear.
In a world full of ninjas from rivaling villages who more or less have superpowers, how can you not expect there to be epic clashes as these shinobi fight for life and honor? Is your favorite in this list? (Spoilers for Naruto and Naruto: Shippuuden)