27 Pairs That Prove This ’90s Shoe Style Is Back and Better Than Ever

Scrunchies, bike shorts, cardigans—’90s fashion mania isn't going away anytime soon, and the latest trend resurgence might just be our favorite one yet. Square-toe shoes have been popping up all over our Insta feeds and Pinterest boards and we’re officially ready to revisit the structured style. But just in case you didn’t hold on to your original pairs from 20 years ago, here are 27 brand-new shoes to add to your shopping cart asap.

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Block Heel

These adorable slingbacks come in four glorious neutral tones.

Everlane ($165)

Charles & Keith

Plaid Mules

Paging Cher Horowitz: We found your next purchase.

Charles & Keith ($39)


Backless Slides

A classic that’ll stay in style for years to come.

Gucci ($790)

Moda Operandi

Dainty Straps

If you’re going to go with a ’90s vibe, you might as well embrace all the footwear elements of the decade.

Rejina Pyo ($545)

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Ballet Flats

So you can live your best ballerina pointe shoe life.

Jeffrey Campbell ($100)


Velvet Heels

Combine three hot trends (square toes, Mary Janes and velvet) into one killer shoe.

Reike Nen ($179)


Two-tone Flats

You can never go wrong with a good old-fashioned loafer.

All Black ($159)


Blush Straps

Pairs nicely with a bright and springy pedicure.

Chinese Laundry ($80)


Chain Loafers

We’re getting major 9 to 5 vibes here, and we aren’t mad about it one bit.

Tory Burch ($358)


Patent Black

The ideal companion to your favorite date-night ensemble.

Via Spiga ($350)

Dolce Vita

Snake Print

So you can wear the animal kingdom’s best pattern all through spring and into summer, too.

Dolce Vita ($120)

Zappos Luxury

Classic Patent

They will go with literally everything in your closet. Everything.

Kate Spade New York ($228)

Rachel Comey

Perforated Boots

We’re head over heels for this modern take on the Nancy Sinatra boot.

Rachel Comey ($525)

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Architectural Sandals

Bonus: The semi-wedge heel and trio of straps make these much more comfortable than your average pair.

Jaggar ($162)

Charles & Keith

Burgundy Boots

Sharp kitten heels balance the masculine square toe perfectly.

Charles & Keith ($69)


Lilac Straps

The epitome of spring, in shoe form.

Rafa ($350)


Robin’s-egg-blue Flats

The patent sheen prevents these pastel beauties from looking too precious.

Geox ($160)

Neiman Marcus

Black Ankle Boots

You should probably retire your old pair anyway, creating an excellent excuse for you to pick up these stunners.

Rag & Bone ($595)


Shell Detail

We came for the versatile beige color but stayed for the charming shell ties.

Leandra Medine ($450)


Red Snakeskin

Square in the front, round in the back—this shoe is 360 degrees of chic.

Jeffrey Campbell ($125)

Free People

Heeled Mules

Introducing your new go-to weekend shoe.

Free People ($138)

Roger Vivier

White Buckles

These mod slip-ons span decades.

Roger Vivier ($725)


Simple Straps

Soft suede and a low block heel mean these are comfy enough to wear all day long.

By Far ($370)

& Other Stories

Raffia Heels

An excellent choice for that weird pre-spring weather.

& Other Stories ($135)

Victoria Beckham

Bright Red Bows

Hey, if they’re good enough for Posh Spice…

Victoria Beckham ($695)


Snake Print Mules

Gold and silver flakes give this snake print a lovely subtle upgrade.

L’Amour des Pieds ($190)


Stark White Boots

Worried about getting them dirty too quickly? Simply wipe them down with a leather wipe after each wear and they’ll look brand-new for much longer.

Public Desire ($56)

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