Bumping this up to the top, and with some modifications (which I told myself I wasn’t allowed to do, but you know, balls to the rules).
Gumi (!Secret Police, Vocaloid)
Rose (!Trickster, Homestuck)
Rose (Squiddle Knit Dress)
Aradia (Fancy Derse Dreamer)
Un-named Chobits Caharacter (A City with no People)