This might shock some of my fellow editors, but I don’t currently own a pair of high heels. For as long as I can remember, I’ve been averse to my feet hurting, especially living in New York, where I walk so much.

Ironically, I also don’t wear sneakers outside of the gym. Given this, I’ve spent a lot of time figuring out how to find shoes that feel chic and put-together, but are still comfortable. Somewhere along the way, this turned into a “rule” I never consciously made, but always follow: I check the heel height and make sure it’s two inches or under.