I Predict These New Fall Boots Will Sell Out Instantly


(Image credit: @katcollings)

Boots are an absolute cornerstone of any fall wardrobe, so when we got the opportunity to team up with Sperry on a footwear collaboration, I knew it was the first type of shoe I wanted to tackle. After a year of sketches, samples, and swatches, I’m so pleased to share our first release: the Sperry x Who What Wear Duck Float Boots. I may be a bit biased, but I don’t think there are better boots out there for the season ahead.


(Image credit: @danaboulos)

What’s to love about these boots? Let me count the ways. They are the perfect blend of style and service. The contrast topstitching and sleek ankle shaft are trend-forward yet classic. The lightweight, waterproof shell is ideal for tackling inclement weather while still looking put together. And at the price of $130 for real leather shoes? Well, that’s a sellout risk, folks. Ahead, I’m sharing a sneak peek into the design process and outfit ideas straight from me and our stylish editors. But first, make sure to secure your pair of Who What Wear-approved boots just below.




(Image credit: @katcollings)

After we decided to kick off our partnership with a pair of boots, we went straight to the Sperry archive and current catalog for inspiration. I have memories of my stylish mother wearing Sperry duck boots growing up, so I was immediately drawn to the idea of incorporating the waterproof shell into the design. Sperry’s Duck Float style caught my eye, and I thought the more rugged, practical base would be the perfect partner to a sleek leather "city-boot style” shaft. I aimed for a study in compatible contrasts, as I find some of the best design moments balance two different aesthetics for a nuanced, visually interesting effect.


(Image credit: @katcollings)

Then it was on to the details! I love contrast stitching because it lends a bit of edge and highlights the lines of a design. An embossed logo on the heel became our subtle branding moment, and we went for classic color choices of black and a rich caramel brown to ensure you get the most wear out of your investment. On a practical note, the rubber sole has traction pods to help stay upright in slippery weather. Overall, the boots are a chic blend of form and function.


(Image credit: @danaboulos)



(Image credit: @katcollings)

In addition to a smashing pair of boots, an oversize blazer is a fall must. Add a miniskirt plus a turtleneck, and your look will be equal parts on-trend and classic.


(Image credit: @danaboulos)

I’d make a bet your closet has all the items needed to re-create this effortless look. Leggings are perfect to show off your new boots, and a crisp Oxford shirt and casual sweater over your shoulders add polish. 


(Image credit: @danaboulos)

I love a look that throws fashion rules to the wind. Long shorts plus mid-calf boots may seem intimidating, but this outfit is proof the proportions can work, especially when paired with a sophisticated tank.


(Image credit: @danaboulos)

If the long-shorts look isn’t your speed, the outfit also works well with a pair that hits mid-thigh. For one of those early fall, warmer rainy days, a bucket hat is the perfect complement to your waterproof boots.


(Image credit: @danaboulos)

When the colder temps hit, all you need is a cozy sweater set and your all-weather boots. I love how the hem of the midi skirt just grazes the top of the boots, so both pieces get their moment to shine.

Still warm where you live? Check out how to style Sperry’s classic boat shoe.

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 WhoWhatWear.com 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.