I've struggled with which styles to affiliate with each of the characters in ToH. Some of them have been obvious, but others, specifically Pearl, Ember & Winter, have been more complicated. Despite being the daughter of a high-class pair of parents, Pearl's sense of clothing is much less refined than her parents put across. Although quite a tidy individual, evident by her consistently perfect college uniform, Pearl likes the scrappy fashion when out and about, wearing tees, flannels and endless amounts of wristbands on an everyday basis. This isn't her only style however, just one of the more common ones.
It's funny how Pearl used to seem like this delicate flower sort of character, but now she's less refined than Ember!
EDIT: I forgot her tail, oh well. I might finish this sometime anyway.