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... was in his right hand, Hubris stood by his left side.

"Do you remember this mountain Hubris?"

"How could I forget master? I was so young and stupid back then, I'm embarrassed even thinking about it."

Kiro chuckled. The two of them have been through too much together. Now it was yet another adventure to the top of the same mountain, only now the beasts that once stood in their way were running the opposite way with their tails tucked between their legs, not wanting to face ...

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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.”

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I am not sure if I can capture Urahara’s character properly so I apologize in advance if you are not satisfied.

Also, English is not my native language.

I don’t own any of the characters from the canon.