MTL - Unemployed at the Beginning, I Let the Singer Come Back - Chapter 53 domesticated

What is it like to be a prison guard in another world? Thieves, pirates, assassins, con artists, terrorists… Werewolves, vampires, witches, necromancers, succubi…This is the Iron Rose Prison, where the most dangerous witches in the world are gathered.“I will make this the best model prison in the world!”said a prison guard who had been transported to another world.“Warden, someone has escaped again!”“Bring them back and put them in solitary confinement.”Today, is also a peaceful day on the Rose Prison.Warden: “I’m just trying to run my prison properly, how did I become a big shot in this world?”

Leon is an average high school student who likes to watch anime and read novels.
He's about to cross the street, only to be greeted by a truck and died.
But, he got reincarnated as Uchiha yet dead again because Itachi killed him.
Leon got reincarnated again as the grandson of the recovery girl.
He got kidnaped and tortured by All For One.
After his third death, he got reincarnated as a son of Bibi Dong.
In this fourth life, he wants to change his fate to become the strongest.

Note: Please read the tag before reading.
- English is not my first language, so there would be grammatical mistakes in this story.
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The world has changed, and so have the people.

She, a renowned assassin of the 21st century, actually crossed over to become Su Manor’s most useless good-for-nothing Fourth Miss.