It all began when my father asked me to tutor an acquaintance's daughters together with my only friend, Fuutarou Uesugi. For Fuutarou it was the beginning of a nightmare but for me, it was the beginning of my cherished memories with you. This is the story of how the best student and the worst student tutored five quintuplets, sisters.

(Y/n) Ishigami is a second year student at Asahiyama High School who lives with his close friend Fuutarou Uesugi and his family. He is considered as an anti social otaku, but little did the school (aside from Fuutarou) knew how (Y/n) actually acted until a red haired girl with headphones came in contact with him.

What happens when a group of sisters are in desperate need of tutoring in order to keep them from failing high school? Obviously they'll need tutors, and what happens when the two top students in their high school are called in for the job? Futaro Uesugi, and Y/N Uesugi, the two top students among their grade and school, are suddenly asked to teach a group of idiot rich sisters. Just what crazy adventure awaits this insane study group?

Shirou Kazehaya have been working as Kaguya Shinomiya's security detail as long as he remember until he saw another beautiful girl that always in Shinomiya's side, her name was Ai Hayasaka and he have fall in love with her.