A Surprising Trick for Wearing Fall Dresses With Boots

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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(Image credit: Collage Vintage)

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.

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

Associate Director, Special Projects

Kristen Nichols is the Associate Director, Special Projects at Who What Wear with over a decade of experience in fashion, editorial, and publishing. She oversees luxury content and wedding features, and covers fashion within the luxury market, runway reporting, shopping features, trends, and interviews with leading industry experts. She also contributes to podcast recordings, social media, and branded content initiatives. Kristen has worked with brands including Prada, Chanel, MyTheresa, and Luisa Via Roma, and rising designers such as Refine and Tove, and her style has been featured in publications including Vogue.com, Vogue France, WWD, and the CFDA. Before Who What Wear, Kristen began her career at Rodarte, where she worked on assistant 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.