Whether you call it the 60s boot, the Chelsea boot, an ankle boot, or anything else, it's also known as the shoe for fall. Bonus points if you go with a velvet option. 

Like a fine wine, here are some pairing options: 

with an A-line mini and sleeveless turtleneck (major 60s vibes), 

with a casual slip dress for a day around town (90s vibes), 

with cropped flares for a bold look, or with your favorite distressed denim and a silky cami with a bomber draped over your shoulders. 

However you wear them, wear them proudly. The great news is they're sure to add an ounce of comfort since the heel is a lower block heel (definitely something I can get on board with). Follow my September Issue '16 board for more ways to wear them!