Denim shorts, much like the crop tops or tight dresses of the world, tend to dance on that fine line between rad and basic (yes, in the negative sense of the word). It's all too easy to settle for the mass-fashion end of the spectrum when it comes to these types of trends (you know those millions of "meh" options we're talking about). But if you're looking to edge toward the side of cool, you really just have to know where to shop.