When it comes to fall footwear, the over the knee boot is a closet staple and also a closet conundrum. Yes, the scene of Julia Roberts singing Prince’s “Kiss” in Pretty Woman will never grow old, but those over the knee patent leather boots are a little less charming. So, what is the key to pulling off the look? Subtlety. A lower stacked heel, or a flat bottom boot is sexy without being startling. While black is always a wise investment, neutral tones, grey, and even oxblood can be other outstanding options. The Valentino Suede Over The Knee Booties encompasses all of these things with its covered heel, subtle stitching, and rich texture. This is much more mega babe than Pretty Woman.