Gender Swap: The Introvert's Broadcast - Chapter 146: Stratagem

"Be my son's mother."

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.

I exist in the darkness, disappear under the bright light, and will eventually devour the sun and turn into the shadow of all things… Known by people as the indescribable terror of darkness; the king of shadows; the dark day; the existence of the shadow of the world , is still just a somewhat special high school student, facing a weird death game…

- Description from novelbuddy

Sequel of Allison, taking place about 17 years after the original series.