A Trick for Wearing Fall Dresses With Boots

last updated 7 July 2020

We’re going to let you in on a surprising secret for styling fall dresses with boots. One of the fashion girl–approved ways to style the pairing is a simple formula of a long dress with over-the-knee boots. While the combo might sound counterintuitive, it really works. Ahead we’re breaking down why.

First, it helps you ease into the cooler months without pushing dresses to the back of your closet or piling on too many layers. Over-the-knee boots always do the job when it comes to keeping you warm. Next, it solves the dilemma of how to wear the tricky boot style. While over-the-knee boots are a cool option, it can sometimes be a challenge to make them feel appropriate. Look no further than French fashion It girl Caroline de Maigret to see just how cool the outfit formula is. Keep reading to see how to style them.

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Caroline de Maigret masters a long dress with over-the-knee boots perfectly. Consider this your go-to outfit for fall.

Go on to shop our favorite over-the-knee boots to wear this fall.

Chloé

Quaylee Over-the-Knee Boots

Wear these unique boots with your favorite dress.Available in sizes 36 to 38.

Givenchy

Double Chain Over-the-Knee Boots

These boots can be dressed up for a night out or dressed down for a casual day.Available in size 41.

Casadei

Block Heel Over-the-Knee Boots

Pointed-toe boots look best with flowy dresses.Available in size 37.

L’Autre Chose + Over the Knee Boots

L’Autre Chose

Over the Knee Boots

Green boots are going to make a statement with any outfit.Available in sizes 36 to 40.

Chrissy Teigen by Raye

Como Boot

Opt for these for a more classic look.Available in sizes 5.5 to 10.

Gianvito Rossi

Leather Laura Knee High Boots

Pair these boots with your favorite statement necklace for a fashion-forward look.Available in sizes 36 to 41.

Rebecca Minkoff

Lauren Boot

Fashion girls would pair these with a ruffled dress.Available in sizes 6 to 10.

Iro

Alma Boots

Show these off by wearing a midi-length dress.Available in sizes 37 to 41.

Stuart Weitzman

Tieland Over the Knee Boots

These boots are flattering and fashion-forward.Available in sizes 10 to 11.

Sergio Rossi

Flat Over the Knee Boots

Style these with your favorite shift dress. Available in sizes 35 to 40.

Forever 21

Yoki Faux Suede Over-the-Knee Boots

These faux-suede boots will be your fall staple.Available in sizes 6 to 10.

Alexandre Vauthier

Patent Leather Alex Boots

These patent leather boots will be sure to make a statement this fall.Available in sizes 36 to 41.

Saint Laurent

Suede Era Heeled Thigh High Boots

Show off these boots by pairing them with a minimalist dress.Available in sizes 35 to 41.

Yeezy

Season 5 Suede Tubular Thigh High Boots

These lighter boots are perfect with any color dress.Available in sizes 36 to 41.

Manolo Blahnik

Suede Pascalla Boots

Wear these boots for a night out.Available in sizes 36 to 41.Next, find out what French girls will be wearing this fall.

This post was published at an earlier date and has been updated.

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Kristen Nichols is the Associate Director, Special Projects at Who What Wear where she oversees luxury, runway content, and wedding features, and covers fashion within the luxury market, runway reporting, shopping features, trends, and interviews with leading industry experts. Kristen has worked with brands including Prada, Chanel, and Tiffany & Co., and her style has been featured in publications including Vogue.com, Vogue France, WWD, and the CFDA. Kristen began her career at Rodarte, where she worked on styling, photo shoots, and runway shows, and at Allure, where she moved into print and digital editorial. She graduated from the University of Southern California, where she studied art history and business, and currently lives in New York.