MTL - Fairy Tail: The Nameless Grim Reaper - Chapter 36 Creation - extreme magic!

A modern-day antihero, who was infamous for his devious acts, dies in an explosion meant to take down a powerful criminal syndicate. Waking up in a world of sword and sorcery, he finds himself possessing a fragile, powerless body with a strange “System” that seems broken. Initially thinking he's doomed, he learns that by pretending to be weak, he can manipulate others into revealing their secrets, granting him abilities they possess. As he rises in power, he discovers that the System was intentionally sabotaged—by none other than his own future self.

Marianne, a talented curator at a museum, caught the attention of Mrs. Chaterine Ganke, a painting enthusiast who was also a very wealthy lady. The lady liked Marianne so much that she insisted her grandson, Leonardo Ganke, to marry her. Leon didn't love Marianne, but he couldn't refuse his grandmother's request.

On the night of her wedding, Marianne was insulted by her husband.

“Have you looked at yourself in the mirror? Ugly girl, don't expect you to sleep in the same bed with me!!!” Leon shouted to Marianne in contempt.

In 1984, the appearance of Sean added another fire to the already chaotic public order in the United States and poured another barrel of oil…

What? You say he’s a source of chaos and a total badass?

you are gone!

Rebirth, Beauty Comprehensive, Coquettish Lawyer, Breaking Bad, Shanzhai, Hollywood, Iron Crotch, Security Group, a comprehensive business empire.

- Description from novelbuddy

The main character is reborn as a character from a game he played in his previous life. This character falls into ruin along with the villainess, spending the last of their years together. A man named Kururi Helan.