
I'm a firm believer that the test of a good outfit isn't in its universal likability, but in how many people it pisses off. No one likes change, so when a new, cutting-edge style—like Katie Holmes's glove flats, for example—starts to work its way into the trend cycle, it's inevitably going to ruffle some feathers.
A bona fide "ugly shoe" (complimentary), glove flats are the weird girl version of the classic ballerina silhouette. They feature the same streamlined shape, but with an exaggerated almond-shaped toe and a ruched, elastic trim. They're just as versatile as your boilerplate ballet style, but with an intentionally-unflattering shape.