Doom Lord - Chapter 294: Strong Butterfly

Some say reincarnation is a blessing, but for me, it's a dreadful curse. Cursed with endless reincarnation, I've been reborn as a villain 137 times. And all 137 times, I've been toyed with and killed by heroes who are far more cruel than the said villains... If I can't win no matter what I do, then I'll crush those so-called heroes at their very roots. - Quality Fan Translations, Made by Fans for the Fans - Villain Takes Over The Academy

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In a world where the human race is bound to be annihilated, six heroes are summoned with the sacred mission of saving mankind from extinction. The task of leading them in their crusade falls upon the shoulders of a single amnesic and weak man forsaken in the wilderness alone without any means of survival.

Join Ryu’s adventure in this slow paced journey submerged in a fantasy world where he’ll meet friends, enemies and love interests who will discover this brand new world along with him.

So, survive in the parallel world, please!

As a promise, he went out into the world as an assassin. 3 years later, after becoming the Supreme Assassin, he gave up on everything he had and returned to the ranks of ordinary people. But one day, Kismet, a mystical game created by the National Research and Development had appeared.

After Reincarnating into Naruto World at the Warring State Era as an Uzumaki, Masahiko thought that he got a useless System. He lived for 48 years as a normal, below average Uzumaki Shinobi.

That changed when he finally knew how the system works the day of his 49th Birthday!

- Description from Novelupdates