This "Ugly" Heel Trend Is Quickly Emerging

In my humble opinion, there's no better flat shoe style than loafers. Especially during the fall and winter months, I'd say that it's the shoe style I reach for the most. Because of this, I'm naturally often inclined to put loafers in my stories, and I've recently noticed that a new loafer trend is emerging right now: loafers with heels. Now, some may consider this '90s throwback to be an "ugly" shoe style, but I've come across so many loafers with heels from the coolest of brands lately that I can say with confidence that we have a trend on our hands.

Not only am I spying high-heel loafers on the market a ton lately, the street style scene is crawling with them, and even Emma Roberts just endorsed the trend. So, if you're reluctant to give the high-heel loafer trend a try this winter, take my word for it: They're a thing. (They're also a very comfortable, walkable thing, so how's that for bonus points?)

Keep scrolling to see how people are styling the trend and to shop the very best pairs along the way, chosen by yours truly.

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(Image credit: Edward Berthelot/Getty Images)

Wear high-heel loafers with a minidress for a cool-girl retro look.

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(Image credit: Christian Vierig/Getty Images)

Loafers are a fresh take on the white heel trend.

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(Image credit: Bruce/Backgrid)

Emma Roberts found the perfect shoes to wear with a denim skirt this fall and winter.

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(Image credit: Kirstin Sinclair/Getty Images)

Could this be the new It heel style to wear with jeans?

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(Image credit: Christian Vierig/Getty Images)

Metallic loafers are a fun take on the trend.

Next up, the best fall shoes for your feet, according to a podiatrist.

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Allyson Payer
Senior Editor

Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.