Fall 2006 - How to Wear Ankle Boots

With trends like ankle boots that are hard to get right, I like to find pictures of outfits utilizing these trends to see what elements made the ensemble work. Here's an excellent example of how to wear ankle boots with skinny jeans - simply yet funky - I'd def rock this look:


Cassie takes a quick pic backstage at MTV's TRL

*NOTE: Image from Getty Images