It may sound counterintuitive, but there are few things in life that yield more pure joy than a good old-fashioned rainy day. There’s the rhythmic pitter-patter of droplets hitting the roof overhead, the adrenaline rush that comes with trying to make it inside without an umbrella, and the fresh, earthy smell that follows a torrential downpour.
Of course, to make the most of a rainy day, it’s important to ensure you’ve got a few fashion essentials ready to go. For advice on doing just that, we turned to TikTok, where there’s never a shortage of fashion inspo. Take a look at the four next-level rain-boot outfits that fashionable content creators dreamed up around their go-to Sperry styles, and you’ll be ready the next time your local weather forecast shows storm clouds on the horizon.
Here on the West Coast, we take any excuse to bring out our seasonal staples. “I wish we got more fall weather in L.A., but as soon as the weather dips below 70º, I love to put on a cute outfit and go for a walk to get a coffee,” says TikTok influencer Ella Miller. Exhibit A: this comfy layered look that consists of a crisp white jumper, baggy cargo pants, and fleece-lined Sperry rain boots. “Rain boots aren’t always super comfy, but these were so easy to enjoy my long walks in, and they still look cute!” she adds of her go-to pair.
“As soon as it’s cool enough, I can’t wait to get my boots out for the season,” says Hannah Hartvigsen, a Chicago-based content creator whose TikTok feed is brimming with bursts of plant life and pops of color. “They’re the perfect finishing touch to any fall outfit and make facing colder weather a breeze.” Her rain boots of choice? Sperry’s Duck Float Zip boots, which she’s expertly paired with her quilted floral jacket to brighten up the gloomy weather.
“I’ve been seeing a lot more color this fall, and that excites me!” says content creator Marie Zoumanigui of Petite Marie NYC. “Just because it’s gloomy outside doesn’t mean your style has to feel gloomy.” Here, she put together a look that’s anything but. “Cute and comfy was my mindset,” she explains. “It’s still early fall, so I wanted to show off some leg with the skirt while making sure my feet were dry and warm. My Sperry duck boots came in handy and made this look perfect for a rainy day.”
Who says rainy-day looks have to feel dreary? Certainly not New York–based TikTok influencer Victoria Casalino, who paired her favorite rain boots from our Who What Wear collab with a miniskirt, a cozy sweater, and a puffer jacket. “Boots are a must-have in my fall wardrobe because they match everything and always make me look more put-together—especially my Sperrys!” she says of this casual-cool, rainy-day look.
