Antihero In the Hero Academy: I Can Connect the Past Heroes - Chapter 63: Shadow Cats

A broken man who ended his own life finds himself reincarnated into the game he used to play. However, instead of becoming the protagonist or a powerful antagonist, fate places him in the role of a minor villain—a mere stepping stone for the protagonist in the game's first arc.

A boy from 21st century Earth, met an accident and later was reborn in Naruto’s Ninja World.
He is born in Uchiha Family and becomes the useless brother of Itachi Uchiha and Sasuke Uchiha…. Let’s see how he changed the Naruto world.

- Description from Novelupdates

She is an elder miss from a modern secret society family. She is very cold and heartless, but her appearance is very enchanting. She thinks of men as playthings. She was schemed against and her body was thrown into the sea.