Tales of the Endless Empire - Chapter 34: F Grade

One-eyed Wolf Lecan is a skilled adventurer who has conquered many dungeons all over the world. He had been going solo for a long time, but in the last three years, he’s had a partner. That partner jumps into the black hole together with Lecan, and both go their separate ways as they fall into another world. Dungeons and magical beasts also exist in that world. After learning the native language, Lecan goes on a journey. Meeting a good teacher, Lecan studies medicine making and magic under that teacher, and begins his dungeon explorations for real.

In the next life time, he would absolutely not become an author.
He would once again be cursed to the danger of crossing over into a book.
During the time when he broke free of his shell, what he first saw was just the handsome, handsome male lead that he had written.
During the time when the male lead was pinching the small soft flesh of his neck, it was also his first time hearing the male lead’s voice.
“Return goods,” the male lead said in this way toward the vendor stall’s owner.
Pei Bufan: “…… meow?”

- Description from Novelupdates

Chen Wu, an ordinary man from Green-mount Town, never expected his life to end in tragedy—or to begin anew in a treacherous world called the Ten Thousand World. Here, humans are prey to powerful Demonic Beasts, and survival hinges on cultivating Spiritual Energy and forming bonds with formidable creatures. For ten years, Chen Wu struggled to make a mark, his dreams of discovering a “”Golden Finger”” fading into despair.But fate takes a cruel turn when Hu Wang, a ruthless Demonic Pet Master, learns of Chen Wu’s rare Contract Spiritual Talisman—a legacy from his father. Ambushed and gravely injured, Chen Wu plunges into the deadly Gold-sand River, escaping only to find himself cornered, starving, and on the brink of death.When all hope seems lost, an electronic voice suddenly rings out:“”Ding! The Super God Evolution System has been activated!””With his Golden Finger finally in hand, can Chen Wu turn his misfortune into triumph and rise to claim his destiny as a Demonic Pet Master?Or will he succumb to the perils of this unforgiving world?

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.