There was a time in middle school when, if you weren’t wearing one of these, you weren’t sitting with the cool kids. Granted, in a class of 40 people tops, it wasn’t that hard to be one of the cool kids but, proper attire was definitely required. And then came the boot cut jeans, and the skinnies and the jeggins and well proper attire was more like anything that wraps tightly around your bottom half. But as LaQ has smartly pointed out, what goes around, comes around and even though gone are the days were being cool was my biggest concern, I still feel some sort of satisfaction when sporting this look.
For flares, basic styling rules apply: a simple top to complement the not-so-simple jeans and then… just layer the s**t out of it. Why? Mostly because it’s cold in this portion of the world right now but also because you want to cause some sort of symmetry within your look. And because all the cool kids are doing, throw in a hat to seal the deal!