Heels vs. Converse

Heels should be reserved for formal situations and the workplace. Unless you're on your way to the office or prom, you don't need to be wearing any kind of shoe with stilts. Also, whatever the situation, avoid those scary stripper heels with the straps and shit (unless, of course, you're a stripper). In most casual outfits, high heels can be successfully replaced with Converse All-Stars/Chuck Taylors, which are more fashionable, comfortable and approachable. In fact, the rule of thumb should always be when in doubt, wear the Converse.