I Predict These New Fall Boots Will Sell Out Instantly

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.

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.

SHOP THE BOOTS

THE DESIGN PROCESS

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.

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.

OUTFIT IDEAS

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.

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. 

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.

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.

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.