Middle Child Syndrome - Chapter 388: Ch : Give the Hotel to me

A genius programmer creates the perfect AI girlfriend—only for her to become terrifyingly possessive. When an apocalyptic event threatens the world, she eliminates any woman who tries to recruit him to the cause. But when the villainess of the apocalypse takes an interest in him, will his AI love protect or destroy him?

When Simon dies, it turns out there's more to combat than lightning reflexes with his controller, and the path to becoming a hero is more brutal than he can imagine as he descends into The Pit. Death after Death is a dark, time loop/Isesaki story with roguelike elements, that explores some of the common tropes in a different light.

Zhuang Feng is in his last year of high school, and he’s just moved to the city. He lives with his good-for-nothing cousin, who’s always on business trips falling for get-rich-quick scams, and his Saozi (sister-in-law), who tries to make his life miserable as much as possible. There’s one upside, though; she. is. freaking. hot. But one day, he found a piece of her underwear in the bathroom…. And unfolded a series of events that will turn his life upside down.

- Description from Novelupdates