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-Both have dead/pretending to be dead role model family members, who they took massive amounts of inspiration from. (Toichi and Shuuichi)(Gosho, I’m begging for Toichi to stay dead in spite of the hinting just let him be dead)
-Both also have dead dads (Toichi again and Tsutomu)(Just let these two stay dead, their families don’t need the shock of them turning out to be alive the whole time)
-They both have issues with their local immortality seeking crime organizations due to those organizations targeting at least one family member each.
-But they’re also foils to each other in that they took different approaches and are working on opposite sides of the law.
-Kaito’s family is very thievery oriented. Kaito took up the Kaitou KID mantle to confront the new KID, and then draw out his father’s killers, and then seek out and destroy Pandora.
-Masumi’s family on the other hand is more law enforcement oriented. Masumi picked up detective work at a young age, and is using it to try and help her mother out.
-Actually, another foil point there. Kaito’s mother Chikage spends a lot of time traveling, leaving Kaito alone with just family friend Konosuke Jii and the Nakamori’s for support, only rarely coming home. Masumi still has her second brother Shuukichi and her mother Mary around to interact with, giving her more family interaction.
-Headcanon time: I feel like they’re both suppressing a lot of issues. Kaito going behind Aoko’s back as the thief she hates, dealing with a criminal organization that wants him dead, out running police at heists. Masumi having to keep quiet about all that happened to her family and the truth surrounding this, what happened to her mother, likely knowing that her detective work and family ties are possibly painting a huge target on her back if she keeps going.