Welcome to #WhoWhatWearing, a series in which we highlight you, our stylish community of readers. Each of the following looks came straight from a photo you tagged us in on Instagram. Want to be featured next time? You guessed it: Use #WhoWhatWearing on the outfit posts you want us to see.
ReadingBest Knockoff Luxury Clothing lately, you might think that we're all shoving our ankle boots to the back of our closet right now since we keep on chattering on about the incoming of newer spring shoe trends like Teva-inspired sandals and the like. But that couldn't be farther from the truth. Ankle boots are, and as far as we're concerned will always be, a staple in our closets.
But we also realize that you've probably worn your favorite pairs to death over the long winter and are petering out on outfit ideas with them. Before you think twice, we're serving up a fresh round of spring outfits with ankle boots that will ensure they'll still have your back like they always have. Sometimes all we need is a fresh outfit idea to fall back in love with our own closet, right?
From the innovative way to style cowboy boots to the chicest spring dress and ankle boot combo, keep reading to get your fill of new-season outfit inspo and shop our favorite ankle boots along the way.
Try out the pant-tuck trick all the fashion girls and celebs are doing. Bonus points if your boots are cowboy boots.
A boxy blazer, jeans, and a fun bag are the fail-safe way to wear ankle boots any time of year.
A delicate sundress softens tougher rain-ready boots.
Throw some tie-dye in there to make it peak 2019.
We'll be trying this sophisticated outfit at our earliest convenience.
Beige perfection.
Meet the newest Dr. Marten boots to sweep the Instagram fashion world.
Next, the skinny jean trend your ankle boots have been waiting for.
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Chic People Have Spoken: Bra-Exposing Outfits Are So Back, So I Tried the "Controversial" Look For MyselfIt's honestly easier to pull off than you think.
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Fashion Insiders Are Carrying Handbags From These Brands In 2026—I Like These 15 Styles Starting At $69The only handbag guide you need for the new year.
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My Honest Take on the Winter It Boots Every Fashion Person Is Talking AboutFrom Khaite to Free People.
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If You're Going to Wear a Dress With Ankle Boots, This Is the Trend That Looks the Least DatedPSA via Suki Waterhouse.
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Hilary Duff Knows the Smartest Boot Trend to Pair With Barrel JeansWhy didn't I think of this?
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I'm a Shopping Editor—These Are the Cool Shoes I Care About From theReplica Store Black Friday SaleTake up to 60% off 2025 shoe trends inside.
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I Thought This Pant Trend Was Surely Out Until I Saw J.Law Wear It With These BootsInstantly changed my mind.
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Forget Trendy Shoes—This Is the "Boring" Style Everyone Is Wearing With Straight-Leg JeansYou're next.
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Instead of Leggings and Sneakers, Fashion Girls Are Wearing Puffer Jackets With These Non-Skinny Pants and BootsIt feels fresh and very 2025.
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Fashion Girls Ditched All Other Ankle-Boot Trends for This One Specific Rich-Looking StyleAnd here's how to wear it.
