18 Shoes That Don't Go Out of Style

By Alexis Bennett
Updated Mar 15, 2019 @ 11:21 am
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Sure, I love the chunky sneakers that it feels like everyone is wearing right now, but who knows if I'll feel the same way next year — or even a month from now. I've said it once, and I'll say it again: You'll never regret investing in a classic. You know, the shoes that you can wear season after season because they'll never go out of style.

Classic doesn't have to mean expensive; there are some moderately priced styles well under $100. See for yourself in the roundup below.

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L.K. Bennett Court Shoes

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$236
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Kate Middleton is a huge fan of these timeless shoes, which come in several colors and varying heights.

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Keds Kickstart

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$45
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Celebs can't resist this comfortable, classic sneaker. They're affordable, so feel free to stock up on multiple colors.

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Gucci Princetown Slippers

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$695
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These iconic slides have been copied over and over again. But there's nothing like having the real thing.

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Christian Louboutin So Kate

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$725
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Christian Louboutin has created a ton of classic heels. The Degrastrass Clear Embellished pump ($1,095; nordstrom.com) worn by Yara Shahidi is a new design that's sure to go down in history. But if you're looking for a tried and true option, you can't go wrong with the So Kate.

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Ugg Classic Short II

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$110
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Ugg boots are basically the most comfortable thing created since the invention of the mattress.

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Saint Laurent Tribute

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$895
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Heel trends come and go, but celebs like Sofia Vergara are still strutting around in these sky-high classics.

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Manolo Blahnik Hangisi Satin Pump

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$995
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Carrie Bradshaw chose these as her "something blue" for her wedding. And they come in so many other chic colors.

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Dr. Marten's 1460

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$140
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For an effortless yet stylish outfit, celebs always turn to Dr. Martens. The combat boots can make almost anything look cool.

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Roger Vivier Trompette

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$695
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It's said that Roger Vivier created the first stiletto back in the '50s. The signature metal buckle on the brand's designs is undeniably iconic.

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Adidas Stan Smith

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$60
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These laid-back sneakers have been spotted on the feet of every trendsetter.

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Stuart Weitzman The Nudist

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$398
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Stuart Weitzman's Nudist heels offer a minimal design for a major impact.

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Nike Air Force 1

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Starting at $90
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Air Force Ones have been a hit since they were created back in 1982. Even fashion stars like Bella Hadid, (wearing a design in collaboration with Ricardo Tisci) can't say no to a pair.

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Hunter Original High Gloss Boot

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$150
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Glossy or matte, the best weather-proof boots to invest in are made by Hunter.

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Jimmy Choo Lance

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$795
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This strappy heel is a red-carpet hero that also looks cute with a pair of jeans.

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Reebok Classic Leather

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$61
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The name says it all. You can wear these timeless sneakers for years and years.

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Converse Chuck Taylor

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$55
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High-top or low, this iconic shoe deserves a place in your closet. You can wear Chuck Taylors for casual outings on the weekends, but I've also spotted stars wearing them on the red carpet.

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Castaner Carina

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$120
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The most iconic espadrilles out there are actually pretty affordable. Pippa Middleton and Emily Ratajkowski are just a few of the brand's celebrity fans.

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Salvatore Ferragamo Vara Pump

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$550
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From Marilyn Monroe to Olivia Palermo, everyone loves Salvatore Ferragamo's classic designs, especially the bow-embellished Vara pump.

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