I Become Baby Mafia Boss - Chapter 2453 : "Double Cuteness"

When the system warned the world that it was coming a week in advance, Alex couldn’t have been more excited. In college for a degree he didn’t care about to get a job he didn’t want, the promise of a world where magic and challenge awaited — even at the potential cost of death — was the best news he possibly could have imagined. Alex was ready for a new life. He ready for his only friend to shove him through a portal into hell the moment the apocalypse started. Instead of getting to punt rabbits and farm wolves, Alex finds himself stranded in a warped world where even the bugs are stronger than he is. Even with a summoner class that gains the powers of its monsters, most people would have died. Alex didn’t get the memo. He might have liked challenge a little bit too much. Where others saw certain death, he found something else. Opportunity.

so, reincarnation huh?“a lot of good... a lot of bad... balanced karma.” “good news you get one boon to bring with you to the next life. unfortunately for you though, you don't get to choose. totally random. ready?”join Apollo in his new life where through sheer luck (good or bad?) is raised by an all hungry, all dominant and all loving hivemind who will burn the galaxy just to see him smile.

A top hacker was chosen by the Lord God to be reborn into countless worlds, always as an expendable villain.

With no free will, every world became a dead end. Every one of his lives ended tragically.

Finally, after wresting control of the Villain System, this ace hacker decided to enact revenge. Even if his very bones were rotten, he’d choose to occupy the very heights of morality, if only on the surface.

Thus, he would change his fate as an abused slag.

- Description from novelupdates

There’s a legendary Bishoujo Game that has become popular among Japanese gentlemen.