Yasuko to Kenji(2008)

Yasuko to Kenji is a Japanese series that follows two orphaned siblings navigating life after their parents' death a decade earlier. Kenji, a reformed gang leader turned shojo manga artist, maintains a gentle facade behind his glasses—until danger threatens his younger sister Yasuko, triggering his violent protective instincts. When Yasuko develops a romance with Jun Tsubaki, an intelligent and charming man, complications arise through Jun's older sister Erika, who now runs a flower shop. Erika's past as a female gang leader intersects with Kenji's own history; she harbored romantic feelings for him during their gang days. The series weaves together themes of redemption, family loyalty, and unresolved connections as the characters confront their pasts while building new relationships.