A Barbaric Proposal - Chapter 55: A Leash

Before going to college, an ordinary high school student went to celebrate and got drunk. When he woke up, he found himself in a completely different world. There was a big sect, the approaching sect entrance examination, a slum where his body’s previous owner lived, and a shared memory about a missing young girl.

When he got tangled in a fight with a few punks in this different world, he fell off a cliff and miraculously found himself still alive, with two more voices ringing inside his head. They were Sword Master and Saber Master. In the company of them, he continued to find out more about this whole new world. He took the sect entrance examination, entered the sect, met a strange man in black, and even participated in a major competition of the sect to have a chance to win over his peers!
In this whole new world, he was born again and got to explore the fantastic martial world!

- Description from Novelupdates

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.”

In the waves of steam and machinery, who could achieve extraordinary? In the fogs of history and darkness, who was whispering? I woke up from the realm of mysteries and opened my eyes to the world.

Ask, under the starry sky there was a beauty, her black hair like eternal night, bright eyes sparkling like stars, her powerful magic made the world tremble, her supreme beauty made all creatures submit, who was this beauty? “That’s right, it’s me, the Witch King, Dorothy!” ‍