How Fashion Girls Are Wearing Their Pretty Dresses and Boots This Summer

Boots may not be the first thing you think of when imagining summer footwear. Airy sandals are a much likelier warm-weather shoe choice, especially if you can get them on sale. But that’s not stopping the fashion set from trying out one of the biggest footwear trends seen on the F/W 20 runways a bit early. Tall (but not so tall they’re over the knee), flat-soled boots were without a doubt one of the key silhouettes to come out of February fashion weeks. While you can go with a riding-boot style, many a stylish lady have been taking it a step further with chunkier soles or square toes that add a bit of a modern edge. As for how to style them, fashion girls have figured out that these tough, practical boots pair especially well with a sweet summer dress. A study in contrasts, if you will. The whole look conjures up visions of frolicking through the British countryside with your romantic dress and flat stompers. Scroll down to see for yourself, and shop our lovely dress-and-boot pairings.


(Image credit: @himichelleli)

We adore the dress in pink, but the exact blue pictured above is available too.


(Image credit: @lindatol_)


(Image credit: @lucywilliams02)


(Image credit: @mon.agar)


(Image credit: @oliviafaeh)


(Image credit: @tylynnnguyen)


(Image credit: @stephaniebroek)


(Image credit: @thora_valdimars)


(Image credit: @stephaniebroek)


(Image credit: @laurencrowe99)
Editor in Chief

Kat Collings has over 15 years of experience in the editorial fashion space, largely in digital publishing. She currently leads the vision for editorial content at as the site's editor in chief, having risen through the editorial ranks after joining the company in 2012. Collings is a Digiday Future Leader Awards nominee, was named Buzzfeed's best fashion Instagram accounts of the year, and is a member of the CFDA Awards Fashion Guild. Prior to Who What Wear, Collings worked on styling projects for brands such as Vogue, Teen Vogue, Lucky, and Oliver Peoples. She graduated from UCLA with a BA in communications and calls Los Angeles home.