[header] How to wear booties [title] Choose your heel height according to your fashion style, if you can't decide which ones to get. [step] Booties come in all sorts of shapes and styles. Certain heel heights, however, are associated with certain styles. 
For example, heeled booties are often seen as being more chick fashionable, while flat ones are seen as being more casual and down to earth. [substeps] Booties with a flat heel are best for a hipster or boho look, especially if they are made from brown leather.