The clothing we wear and our identities are closely tied, revealing to the world clues about our wealth, occupation, and socio-identity. In this paper we examine questions related to what our clothing reveals about our personal style. We first design an online competitive Style Rating Game called
to crowd source reliable human judgments of style. We use this game to collect a new dataset of clothing outfits with associated style ratings for 5 style categories: hipster, bohemian, pinup, preppy, and goth. Next, we train models for between-class and within-class classification of styles. Finally, we explore methods to identify clothing elements that are generally discriminative for a style, and methods for identifying items in a particular outfit that may indicate a style.