GTO (1998)- a former delinquent becomes a teacher of a problematic class. He handles their concerns in a delinquent way xD (Similar plot: Dragon Zakura, Gokusen)
My Boss, My Hero- as the next yakuza boss, the main character, who is a droop out, has to finish high school at the age of 27
Kamikaze Girls- a girl who loves doll-like fashion and a female delinquent became friends
Jigoku no Hanazono: Office Royale (2021)- office ladies as delinquents (tho they used some cross dressed male actors), comical and over the top story
