There's nothing like a towering pair of high heels to make you feel like you can conquer the world. Then again, in the wrong ones, super-high shoes can also make you feel like awkwardness personified. To help you stroll with confidence (instead of being forced to lean against the DJ booth all evening) opt for a shoe that has a combination of straps, a wide heel, and plenty of support. Err on the skimpy side, and you might be doing a full-body high-five with the floor. Here are our picks for the most vertiginous, sky-scraping, looming heels you'd ever dare to take a walk in!