Her dad loves buying her and his son clothes.
Modern Au, He spends like 300$ on clothes for each kid on clothes alone. Not even on clothes or shoes. Honestly, he could have a fashion degree by now.
He really likes looking at watches with his son because they are both into it, and he loves getting Kanroji like pretty dresses and stuff. He always finds stuff that matches. Like he will get his son a watch that will look good formally, but also he will show him ones that fit for like casual stuff. If Kanroji likes a dress, he will find a sweater, socks, literally a billion accessories to dress her up in.
I like to think their family is pretty well off and stuff. I feel like her dad works and her mom stays home. In a modern AU i like to think he works as an engineer. But like...his love language is gift giving. So he will like once every few months have little shopping dates with everyone <3