Jikuu Mahou de Isekai to Chikyuu wo Ittarikitari - Chapter 415 - Try various things

Matthew, a 25-year-old otaku, never imagined his obsession with fantasy worlds would turn into reality—until a fatal gas leak ended his life and transported him to another world.But this wasn’t the second chance he hoped for. Born as the illegitimate son of an affair, his very existence was a stain on his family’s honor, and his father relentlessly sought to kill him.Yet Matthew, now Claude, survived, again and again, driven by an unyielding will to live.Until one day he discovered his power darkness. Feared and reviled in this world, dark mages were hunted and burned alive.Knowing his gift could become his downfall, he trained in secret under Theo, his true father.When he turned sixteen, he, his mother, Dalia, and Theo planned their escape from the small town.But their attempt was thwarted by knights and clerics from the Promised Land.Though he narrowly escaped with his life, the cost was high—his family’s safety shattered.Wounded and desperate, Matthew fled to the fabled Elysian Plains, the last hope for those like him.Just as he reached the border of the Elysian Plains at eighteen, an ambush left both him and his mother gravely injured.Collapsing on the sacred ground, he heard a voice echo in his mind:[Welcome to the Elysium of Darkness System, Lord of Calamity.][Your first quest is available!][Increase the number of dwellers in the Elysium using your seeds and blood! Spread your legacy by making demons and witches bear your children!]

In his first life, Victor was lazy, poor, and the ultimate gambler, but the Goddess of Envy gave him a chance.

[ Die and go back four years into the past to restart your life. ]

Victor lost all hope and killed himself, and so began his second and also the most miserable life.

He became rich and successful but soon his girlfriend betrayed him and took away all his fortune, having decided on a desperate act Victor came up with a plan to avenge himself.

Although his plan was successfully executed, Victor hoped that this time he would die once for all and forget the despair that followed him through his two lifetimes.

Yet as if to deny him of his salvation, he suddenly heard a feminine voice once again, but a different one this time.

[ Goddess of Lust, surprised by your actions, grants you a gift ]

[ Yandere system activated! ]

It was a turning point for Victor.

From now on whether it is a Goddess, a Vampire or a Succubus, no matter who it is I must seduce you or I will surely die this time!

Untolerated by heaven, a boy was restricted by the most powerful spell.

He accidentally acquired a painting inhabited by nine souls that claimed to be immortal.

Then, the legend of a strong young man who violated heavenly principles against the course of nature began.

- Description from Novelupdates

Jack Somnus was a mid-wealth professor of economics and a trading advisor for the powerful Johnson family. But after years of working for the Johnsons, he was abandoned without a word. He was laid off without as much as a severence package. Jack’s life got worse when he lost his wife. Depressed and alone, he got into an unfortunate accident. Instead of dying, he travels back in time to his teenage years. Now, Jack has a second chance to live the life he always wanted. He wants to be the one who controls, not the one being controlled. But his time travel hides a deeper secret, one that might throw him for a loop. [WARNING: CONTAINS EXPLICIT EROTIC SCENES]