I get the point to wear them with dresses/skirts, because you can see the entire shoe, but they're also notoriously trickier to wear this way. Otherwise, with pants, they mostly just look like high vamp shoes, especially if you're following PPL I guess if it's snowing outside or something they have their purpose, but I feel that most of the detailing on booties/ankle boots/mid-calf boots is wasted unless you wear them with dresses. For this reason I strongly prefer knee high boots or other boots that get tucked into rather than worn under something.