Another Stupid Isekai - Chapter 19

[Cover] NOW HIRING — URGENT — Ghost Story Specialist Corporation Daydream Inc. (Ltd.) Insane Benefits – Come to Work Immediately ※ Note : The company is not liable for any injuries or fatalities that may occur during the course of the employee’s duties. —— A pop-up event for some ‘modern fantasy’ media I loved so much that I even took a precious day off work to attend. On that day, I ended up transmigrating as a character in that very fantasy world. As none other than a newly hired employee at a famous large corporation! A dream job with great benefits, an excellent salary, and even kind and competent bosses. I’m using the information I know about the world to rise through the ranks at lightning speed! Am I happy, you ask? Please, just let me go home. I’m begging you. ※ Note : The genre is horror.

As we all know, there is a force that must not be messed with in the Southern Region, thatched cottage.

Among them, the eldest disciple is the Qingyun Sword Master of the Southern Region, with a mastery of swordsmanship.

The second disciple, the Eternal Empress, leads an era.

The third disciple is a great Confucianist in the world, and the star of Wenqu came down to earth.

The fourth disciple, the reincarnation of the demon god, suppressed Jiuyou.

…

Lu Changsheng: Me? I am nothing special, just their master.

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.”

A soul was employed by a higher being to help him manage his world. How will our protagonist live her life to the fullest while also fulfilling her new duties?I don't own Naruto. I adjusted the story to my liking. English is not my main language so don't bother about grammar mistakes too much.