My Boss, My Hero (2001)

Both are super hilarious dramas that has Yakuza characters.

Genres: Action, Comedy, Crime
Tags: Student Male Lead, School Setting, Gang Leader Male Lead, Disguised As High Schooler, Hidden Identity, High School, Sexual Innuendo, School Bullying

Genres: Comedy, Romance, Youth
Tags: Rival Groups, Strong Female Lead, Yakuza, High School, Love/Hate Relationship, Adapted From A Manga, Rivals To Lovers, Sassy Female Lead, Nice Male Lead, First Love

Genres: Comedy, Youth, Drama
Tags: Yakuza, Student Supporting Character, Student Male Lead, School Setting, MDL Remake, Gang Leader Male Lead, Teenager Supporting Character, Disguised As High Schooler, Teamwork, Mafia

When a young gang leader seems to be just a bit too stupid to effectively carry out his daily tasks - embarrassing his gang members and himself frequently - his superiors order him to go back to school for his high school diploma. Once situated in the school, posing as a 19-year-old, he soon learns that the school is even more corrupt and vicious a place to spend his days than in his gang. After he can't stand it any longer, he decides to stop playing "the innocent student" and unleashes his wrath on the place.

When a young gang leader seems to be just a bit too stupid to effectively carry out his daily tasks - embarrassing his gang members and himself frequently - his superiors order him to go back to school for his high school diploma. Once situated in the school, posing as a 19-year-old, he soon learns that the school is even more corrupt and vicious a place to spend his days than in his gang. After he can't stand it any longer, he decides to stop playing "the innocent student" and unleashes his wrath on the place.