The Yakuza's Guide to Babysitting

The manga centers on the brothers Ryuuichi and Kotarou Kashima. Ryuuichi is in high school and Kotarou is still a toddler. After their parents are killed in a plane crash, the two brothers find themselves living with the chairwoman of the Morinomiya Academy, who herself lost her son and daughter-in-law in the same accident. The chairwoman, however, has one stipulation for the brothers in order to live with her: Ryuuichi has to work at the academy's daycare center as a babysitter.

Assassins Kazuki Kurusu and Rei Suwa meet Miri, a girl looking for her father on Christmas Day. Kazuki, Rei, and Miri unexpectedly end up living together. Follows Kazuki Kurusu, a criminal contractor/coordinator who lives with his best friend, Rei Suwa, a professional assassin who has been raised from childhood to be a contract killer. Kazuki is outgoing and loves gambling and women, while Rei is a man of few words who spends his off time playing video games. One day, the two buddies end up caring for Miri Unasaka, a four year old girl whose father is a mafia boss, after Miri accidentally wanders into a firefight in a hotel while looking for her father.

Kiritani, the vice-leader of the Kurotorikai yakuza group, is assigned to be the caretaker for Riyo Washizu, the daughter of the Washizugumi organization's grand chairman. Although Kiritani initially thinks this task will be easy because Riyo appears obedient, Kiritani later discovers that Riyo has a specific fetish called 'Yowaraa.' This fetish makes Riyo feel aroused whenever she sees someone strong or tough become weak and helpless. The story focuses on the romantic comedy relationship between the young yakuza lady and her caretaker.

Ever since their father died, Ichirou Kuga has struggled to support his two younger siblings on nothing but a small inheritance and his passion for drawing manga. But it’s becoming harder to keep up with his growing responsibilities and deadlines, especially after his last two assistants quit to follow their dreams. Just as he’s nearing his breaking point, the beautiful and scarily competent Shiori Goshiki applies to become his new assistant. But there’s something almost otherworldly about Goshiki, and soon Kuga finds his reality turned upside down when she suddenly declares them engaged to marry!