How to Style Sock Booties

Since the boots are fitted at the ankle, they’ll slide right underneath your favorite pair of raw-hem denim, making this look the easiest solution when it comes to your current wardrobe.

Get the Look: Vince Camuto coat ($199); H&M T-shirt ($13); Frame jeans ($245); Naturalizer boot ($104)

Starting to sense a trend? Cropped styles are the way to go for those just warming up to the sock boot—they eliminate any awkward ankle bunching. Pick a boot with a pointed toe and you’ll also get some amazing leg-lengthening benefits.

Get the Look: Via Spiga coat ($120); Everlane tee ($16); Scotch & Soda pants ($125); Jeffrey Campbell boots ($125)

Hits at a perfect height for you to rock your favorite fall pants well into February. (So long, wool socks.)

Get the Look: Everlane tee ($28); Emerson Thorpe culottes ($285); Sam Edelman booties ($140)

Because they are tight around the ankle, sock boots won’t cut off a shorter frame like other ankle booties might.

Get the Look: Everlane sweater ($125); A.P.C. skirt ($168); Stuart Weitzman boots ($575)

A flowy silhouette contrasts perfectly with a fitted, heeled bootie. Think of this as your office-appropriate go-to.

Get the Look: Billabong dress ($45); Club Monaco coat ($459); H&M boot ($55)

This look could take some trial and error with your current denim rotation, but most pairs of sock boots can fit comfortably underneath your favorite skinnies. Tip: Go with a sleek, stiletto style versus a rounded-toe to streamline your look.

Get the Look: Donna Karan turtleneck ($125); Anine Bing blazer ($349); Topshop jeans ($37); Steve Madden boots ($130)

So you bought a fabulous pair of glittered boots for New Year’s Eve and haven’t worn them since? Pull out those velvet trousers of yours and just go for it. Confidence makes any look a home run.

Get the Look: Jonathan Simkhai sweater ($110); Jenni Kayne pants ($120); Chinese Laundry boots ($90)