Though Naruto and his Leaf village allies have faced many threats over the series's 700 episode elapsing ranging from rivaling nations to alien gods, the anime's nigh sinister minds were birthed from Konoha itself; Danzo Shimura and Orochimaru.

Both men have a long list of crimes worthy of antipathy, from assassination to genocide. Notwithstanding, their bloodstained pasts prompt a morbid question; which of them is worse? It'southward time to clarify the vilest things each shinobi has washed to decide the most wicked villain to have ever walked Konoha'southward streets.

10 Danzo - Assassinating The Messenger Frog

When word of Pain's assail on Konoha began to spread, the messenger frog of the Toad Sages prepared to depart and tell Naruto of the impending calamity. However, Danzo eviscerated him earlier he could depart, denying the Leaf its savior. If he had arrived to fight Nagato in a timely thing, it would take prevented Konoha from beingness obliterated to its foundations.

An argument could be made that this was a tactical decision since Pain'south intention was to draw Naruto out for their fight, simply given the context of Danzo's other deportment, he conspicuously wanted to weaken the village so he could take over.

9 Orochimaru - The Sound 4 Experiments

The Sound Four were non but remarkable for their unique jutsu; they were deemed the strongest through a Darwinist series of trials where weaker candidates were slaughtered in a bloodbath. Naturally, the "participants" of these trials were all victims of kidnapping, some of them legally children ~ the Four included.

After they had proven their worth, Lord Orochimaru strengthened them to their acme, honing them as weapons to turn against the Leafage ~ and expendable pawns to discard at his discretion.

eight Danzo - Drafting Torune

Danzo and body guards

Though Torune would join Root of his own volition, he did then of cede, non willingness. When Danzo Shimura approached Shibi Aburame, he noted his son Shino's incredible potential and demanded that he join the Foundation as an operative. Understanding the consequences and unwilling to run into his best friend conscripted, Torune volunteered himself instead.

He would not look back from abandoning his clan, honoring his duty to Root and abandoning his promising life with his people. He would later die for Danzo, reanimated and impressed into Kabuto'due south army to fight the same people he swore to protect.

7 Orochimaru - Murdering His Ain Henchmen

When Orochimaru prepared to face off confronting the Third Hokage, he depended on the Edo Tensei ~ a technique that raises the dead and binds them to the will of the summoner. While the undead minions may be indestructible, information technology comes with a price; a life must be exchanged for the jutsu to be cast.

Since at that place were no immediately available victims for the Ophidian to apply, he merely sacrificed his own soldiers, Zaku and Kin. Had Dosu not met his end at Gaara's hand, it'south probable he would accept found a similarly gruesome fate.

6 Danzo - Threatening An Orphanage

In need of more than agents, Danzo and his assassins visited the orphanage of Nono Yakushi and insisted on volunteers. Though she initially refused to piece of work for him, the threat Shimura and his minions posed to the children was enough to convince Nono into his service.

Similar Torune, she would die on a mission for Danzo, much to Kabuto's abject horror. She was the closest affair he had to a female parent, and her absenteeism made him mature into the sadistic and conniving man nosotros meet in the series. Were it non for Danzo's cruelty and greed, it's possible the entire Quaternary Ninja War could accept been averted.

5 Orochimaru - Training Sasuke

Kabuto'south work as a spy in the Chunin Exams was not simply to go along an middle on the Leaf; information technology was to garner prospects for Lord Orochimaru. Once he discovered that Sasuke Uchiha was among the contestants, he immediately took an interest, enraptured by the prospect of gaining his sharingan.

Learning of Sasuke's quest for vengeance, Orochimaru strategically planted the seeds of doubt in his listen that he would never complete his mission without his assistance. Ultimately, the young Uchiha would voluntarily join the maniacal Sannin ~ though it did not end as Orochimaru had hoped.

iv Danzo - The Uchiha Genocide

Though it was Itachi who would behave out his will, the extinction of the Uchiha clan was Danzo's doing. He attacked Shisui and stole his eye against the wishes of Sarutobi, the only human both willing and able to utilize his sharingan on his own people and quell the tempers of the belligerent clan.

Danzo did not even order the attack to the benefit of the Foliage. He collected the eyes of the piling Uchiha corpses, working them into his arm and effectively making himself an immortal ninja.

three Orochimaru - Attempting To Kill Jiraiya

Orochimaru's Empathy Naruto

Before his treason to the Leaf, Orochimaru served Konoha during the war against the other dandy nations. The iii Sannin found themselves besieged on all sides by stone ninja, slowly caving in the mountain with their jutsu.

Orochimaru insisted that they would non be able to escape with Jiraiya wounded and attempted to "mercifully" impale him. However, Tsunade intervened, putting herself between the Snake and her friend. Were it non for her bravery, he would accept slain the cracking sage ~ and ane of the Leafage's finest fighters.

2 Danzo - Ordering Hiruzen'southward Assassination

Danzo tries to become hokage

Discontent with Sarutobi's leadership and drunk with power, Danzo bundled for his Foundation assassins to assail the Third Hokage as he was roaming through the forest with his Anbu guards, under orders to impale him.

After the command had been given, he began preparing himself to get the Hokage without fifty-fifty considering if they had been successful. In one case Hiruzen returned unscathed, he immediately knew of his "friend'southward" treachery. His response was one of mercy, simply it came with a alarm; he would not receive clemency a second time.

1 Orochimaru - Killing The Third Hokage

Hiruzen about to die in Naruto

Orochimaru bundled Hiruzen'due south death in perhaps the most barbaric mode imaginable. He manipulated some other nation to fight the Leaf, defiled the Sarutobi's best friends and turned them on him (including the man who appointed him Hokage to begin with), and flaunted his immoral jutsu, showing him how he had failed as a mentor.

Hiruzen would not die meaninglessly. He was willing to sacrifice his soul to take his former pupil with him, though only managed to cripple his arms. It may non have been the result he sought, but his final act of defiance prevented the sinister scientist from obliterating Konoha entirely.

Adjacent: Naruto: Every Hokage Ranked By Strength

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