Let's talk about leggings. Leggings are not pants. I will tell you, I have always been the biggest leggings are not pants advocate, but lately I have just had enough of wearing slacks to work, and all I want to do is be comfy and wear legging as pants! I think I just may have found a way around the leggings as pants though. # 1 Your crotch shall be covered. No one wants to see it, trust me. #2 Your behind shall be covered. The outline of your but cheeks is just gross. Ew. #3 Proportion- Since I am not covered as much as a dress, I wore tall boots to make things proportionate. I think I would just look naked if I was wearing booties or flats with this outfit.