Style

Taylor Swift's Favorite Fall Boots Go Best With a Tight Little Skirt

The singer clearly has a go-to date night look this fall, and we're obsessed.
NEW YORK NEW YORK  NOVEMBER 06 Taylor Swift wearing boots while with Travis Kelce in NoHo on November 06 2025 in New...
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We love boots, in all their versions. And Taylor Swift clearly does, too. However, if the singer had to choose just one style, there's no doubt which one would be her favorite: stiletto boots.

The shoes are totally in line with Swift's style, which often deftly toes the line between classic and trendy. In her latest public appearances—well, except for her most recent outing with Sabrina Carpenter, in which she opted for a pair of sky-high loafers—Taylor Swift has worn boots with a spiky stiletto heel. A classic shoe, with a little bit of a daring touch.

A few days earlier, also in New York, she went for a more collegiate interpretation of the look: a mini skirt and navy blue pea coat, with snakeskin stiletto boots and a matching bag.

taylor swift boots
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On a night out in early October, she also kept it pretty with knee-high stiletto boots in a creamy caramel color, which she paired with—you guessed it—another miniskirt. She wore the plaid pleated mini with a knit sweater and her signature red lipstick.

NEW YORK NY  OCTOBER 7 Taylor Swift is seen on October 7 2025 in New York City.
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It's clear: Taylor Swift has found her new fall obsession in stiletto boots. A versatile basic that instantly elevates any look and proves, once again, why everything the singer touches becomes a trend. Want a pair of stiletto boots as versatile as Swift's? We shopped a few styles you might like to add to your closet, below.

Naturalizer Nona Boots
Courtesy of brand

Naturalizer Nona Boots

VorisVina Knee-High Boots
Courtesy of brand

VorisVina Knee-High Boots

Courtesy of brand

Dolce Vita Emmi Boots

Steve Madden Allison Boots
Courtesy of brand

Steve Madden Allison Boots

A version of this article was previously published in Vogue Spain.