Overlord (WN) - Volume 1 Chapter 46

The general of the demon world possessed the body of a third-rate small time celebrity. This was the story of him coming over, determined to make preparations for the demon world’s invasion of the human world, but accidentally got mixed in with the entertainment circle instead.

Xu Xing Zhi wrote in his story: At the mountain, near the ocean was a group of villains, they are cute and clever. They are fantastic oddities of every description, they are industrious and conscientious, they want to escape from the prison.

Afterward, he transmigrated into the story. The world said: Your presence disrupted the balance of the world.

You will have to kill those villain bosses that escaped from the prison.

Xu Xing Zhi said: “Sorry, I am a salted fish.”

The world said: “It’s alright, the villain is your junior brother that you pampered from young, he listens to you the most.”

Xu Xing Zhi: …… I did not write this.

Boss with a gentle face: “ Senior brother, you love this gold necklace or this silver necklace? You slowly choose, I will listen to you.”

Xu Xing Zhi: “….. I really did not write this.

-this, was all you wished.

Meng Zhong Guang softly said: “… but if I lost Senior Brother, I really will have nothing left.”

This heart, ridding with gaping wounds, filled with pus and sore, had truly loved you before.

- Description from Novelupdates

Tragedy struck in form of his father's death, leaving their poor but happy family in shambles.A few years after, when their life was showed signs of coming back on track, another tragedy struck, Ryan lost his mother and younger sister to wildfire.Devastated, Ryan lost the will to live and ten years later, at the age of 28, died in a car accident.At the last moment, he was happy because he was finally reuniting with his family and reunite he did, but just not in the way he thought.He opened his eyes and realized he had traveled back 10 years in time, to the day when the fires broke out and took his mother and sister away.This was his chance to save them and change the course of his life. Goddess of luck also seemed to be smiling upon him because he got a system.Armed with ten years of memories and the fantastical system, he will rewrite his and his family's destiny.... but he did not expect that he would be playing a much bigger role.===Additional Tags: Smut | Illicit | Pervert | Okyadon | Milfs | Wonderful Story | Unveiling Mysteries | Complicated World | Secret Organisations | Superpower | More might be added if needed |

Maid, older sister, younger sister, and even mother, all of them.