Ankle booties are a must for every sasstress’ closet. They are versatile and can be worn year round. If you don’t already have a pair (or a few), this should be the first thing on your fall shopping list and the one item that is worth splurging on. I’ve been wearing my Rag & Bone Newbury booties regularly for well over a year now… comfortable, versatile, still in great shape, and worth every penny!
There are so many ankle boot styles, shopping for the right pair can be a bit intimidating. I put together a style guide to help you select the bootie style that is right for you.
flat: It seems that everyone gravitates towards flats when it comes to boot season. It’s cold, we get a bit lazy, yada yada. When it comes to flat ankle boots, proceed with caution: ankle boots tend to cut the leg off and a flat one can be especially unflattering to us more petite girls. If you’re going to buy flat ankle boots, try to select one with a tiny bit of a heel like the Jeffrey Campbell boots above ( $180 at Urban Outfitters) and wear with a pair of skinny jeans.
heel: Heeled ankle booties are great with dresses. You can wear them to make a summer dress more fall/winter appropriate (an essential from my previous post: take your summer dresses to fall) or to add a bit of edge to a feminine look. You can also wear heeled ankle boots with a pair of jeans (skinny or rolled up boyfriends) to dress up a casual style. I love these Miz Mooz boots ($139.95 at Nordstrom).
wedge: Wedges are incredibly versatile. You can wear them with everything I mentioned above (dresses, different styles of pants), work wear, the list goes on. And you get the comfort. Some people just don’t like the look of wedges, so it’s all up to personal preference. Because wedge booties are so versatile, they are also splurge worthy (like these Joie wedge booties, $325 at Shopbop).
lace up: Lace up shoes are the opposite of a heeled bootie: they typically dress down the outfit. There are a wide range of styles: the chunkier the boot, the more grunge you add to your overall look. Pair lace up booties with a dress or a skirt to play it down a bit during the day or wear with a pair of skinny jeans and a sweater for a more grungy style.
embellished/prints: Embellished (or print) booties are the most “advanced” booties (a better way of saying the least versatile) and the edgiest. I recommend these for those who already have many other fall/winter shoe options, as they will definitely be limiting with what you can wear. Given that pattern mixing is on trend, feel free to use these booties as part of that look as long as your legs are kept simple (whether it’s a pair of jeans or tights). The main challenge for embellished booties is selecting the right pair for your style – such a wide range!
from left to right:
MESSENGER pin stud boots, $65 at Topshop
B Brian Atwood wedge haircalf booties, $550 at Shopbop
10 Crosby Derek Lam haircalf booties,$395 at Shopbop
Zara leather biker ankle boot, $129