MTL - Winner Takes All - Chapter 68 .the latest update

He is a young man without a spirit root. It is believed that this denies him the chance at cultivation. However, a mysterious lady imparts a Supreme Demon Classic to him and from then on, he starts his path of cultivation.
He undergoes a total transformation to emerge as the most fearsome and powerful fiendish demon in his era, that even immortals and fiends are fearful of him, and saints are at his beck and call.
Mastering the Supreme Demon Classic is the turning point in his life. He is able to unleash his immense and divine power from within, illuminating the entire universe!

- Description from Novelupdates

At the moment of her suicide, she was filled with joy, for her great vengeance had been satisfied, and her wishes were fulfilled.Yet, heaven ordained her rebirth before the apocalyptic world.In her past life, she harbored fear towards his possessive imprisonment.In this life, she depended on him, was infatuated with him, clung to him, loved him.Together, they faced ghostly trickeries and walked through the hell on earth, never to be separated again.

A fickle, decadent, wilful person going through life like it’s a game.

An experienced, logical mind that’s above feelings.

This was a relationship that had started off with “Carpe Diem”, but slowly turned into a bloodless, psychological battle. They shared a mutual distrust, but also mutual attraction. As they suspected and tested each other, challenging each other’s limits, they both fell into the enemy’s hands with their eyes wide open. Sentiments growing amidst ignorance, they finally, were caught in their own traps.

Winner takes all,

Loser stands small.

- Description from Novelupdates

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.