Alter Dimension: Lucky Dungeon Master - Chapter 24 "We’re Back On Earth."

Wake up and an unknown door has appeared in your home… Behind each door is a completely unfamiliar world.In the nightmare world, Jiang Cheng relays the news from the Hunk to the Fatty, adding his own spin to the story.The Fatty almost cried in fear hearing it.“My whole family will be strung upside down for blood-letting if I die here?”“That’s what I heard.”“Then, how come you don’t look scared at all?” The fatty widened his eyes.Jiang Cheng turned around and replied in a very formal tone, “Because I’m an orphan.”

That afternoon, Roland received the most absurd gift imaginable—his stepmom handed him a System literally.That’s right. Not a game console. Not money. A real, cheat-like System... the kind usually reserved for transmigrators and chosen ones.Except Roland had transmigrated eighteen years ago, and nothing remotely “chosen” had ever happened since—until now.The catch? It wasn’t just any System. It was the “Mother's Little Tasks” System, formerly owned by his doting (mysterious) mother. And its first mission?[Mission: Go on a blind date.][Target Options: Yukino Yukio (Mom), Yukino Haruno (Elder Sister), Yukino Yuki (Younger Sister).][Warning: Once locked, your chosen girl can never marry anyone else.][Reward: 1000 Points, one self-selected supernatural ability from Mall]Roland: “...What kind of twisted matchmaking app did I just inherit?”After reading the mission, Roland was stunned. An arranged romance at 18 was already bad—but a binding rule that prevented the chosen girl from marrying anyone else? What if he failed the mission? Would she be alone forever?“And this is supposed to be a System?”“Mom! What the hell is this mission?” Roland asked, his face darkening.“It finally triggered! All those Points I spent transferring the System weren’t wasted,” his mother replied cheerfully, ignoring his outrage.“You set this up? Why?”“You’re nearly an adult and you’ve never even dated. Of course I’m worried.”“I’m only eighteen! I have college entrance exams next year!”“Exams don’t matter. But youth without love isn’t youth at all.”“...Is that something a mother should say?” Roland muttered. Most mothers pushed their kids to study harder—his acted like grades were irrelevant.“What kind of mom does this to her own son? And why is Aunt Yukio even on the target list? That’s just insane!”“Well~, I don’t know what kind of girl you like. The Yukino family has all three types—mother, elder sister, and younger sister—so I gave you options.”

Son of the Senior Chancellor, Luo Wei, loved the wrong person in his past life. This mistake caused his entire family to be wiped out, and in the end, he was cast down as a pleasure slave, and died in the wilderness during the depths of winter.

Somehow, the heavens did not give up on him and gave him a second chance at life. He believed this rebirth was only meant for atonement, and not love. Yet, as he plotted his vengeance, Luo Wei quickly realized that passion would again be his fatal downfall.

The once emperor, the lover from his past life, his beloved in this life, and an opposing empire’s monarch who is doomed to love him, who is supposed to be good for whom?

And who is supposed to hurt whom? A hero chasing after a dream, an empire of a thousand years, a kingdom stretching across the known lands, all flashing before the eyes like a mirage. Is it worthwhile to trade a hundred years of my loneliness to give you a single lifetime of joy?

- Description from Novelupdates

I met the male lead in prison.