25 Pointed-Toe Shoes That Will Keep Your Style on Point

The revival of ‘90s fashion over the past several years has brought with it a strong appreciation of shoes with chunky soles, minimalist straps, and, quite famously, square toes. But with all due respect to the angular silhouette, it's pointed-toe styles that continue to have the most universal and timeless appeal.

Seen across flats, boots, and heels in the current market, pointed-toe shoes tend to remain popular despite fashion’s other cycling trends. This is thanks to the shape’s ability to lengthen the appearance of the legs, whether it's a subtle almond or sharp spike on the shoe. Even extra-long trousers that touch the floor look intentional and chic with a tiny triangular peak of a shoe from the hemline. Meanwhile, skirts and dresses of all lengths needn’t be styled with a heel when a pointed-toe flat can create the look of long legs, without the challenge of balancing on stilettos.

Ahead, explore a variety of pointed-toe shoes that are bold and exciting, yet timeless in silhouette.

Tibi Caden Stretch Boots $575.00

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Not the biggest fan of stilettos? A kitten heel with a pointed toe can sneakily make anyone look five inches taller.

Schutz Mikki Up Boot $238.00

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These tall, high-heeled boots will be your midi dresses’ best friend this winter.

Rothys The Point $145.00

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Rothys climate-conscious flats are praised for their comfort, and this shade of red is quite striking, no?

By Dose Jasmine Two-Strap 100mm Mule $353.00

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Even with a barely there, sparkly strap, the pointed toes of these sandals are a statement-making touch.

Mango Slingback Leather Shoes $120.00 $80.00

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Pointed-toe mules—especially in a vibrant green—are for work and play.

Staud Wally Boot Saddle Croc Embossed $550.00

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The rich texture of these boots will give any outfit some oomph.

Jimmy Choo Love 85mm Leather Pumps $695.00

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No pointed-toe round-up would be complete without the pump, the most timeless of all heel styles.

Pêche Benson $92.00

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For everyday comfort and chunky-shoe appeal, these Pêche loafers are it.

Amina Muaddi Begum 95mm Crystal-Embellished Pumps $1,220.00

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Oh-so-far from your average pair of pumps.

Prada Triangle Logo Pointed Toe Slingback Pump $950.00

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Prada brings a dose of sportiness to its kitten-heel pumps.

Flattered Fabienne Pile $84.00

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A fuzzy take on the classic black kitten heel.

Khaite Dallas Suede Knee Boots $1,380.00

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A white, kitten heel Western boot is a fresh, modern take on a traditional pointed-toe silhouette.

Louise Et Cie Jadran Pointed Toe Bootie $96.00

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You’re new go-to black booties have a touch of velvet and a flared heel.

Chelsea Paris Dexter Pump $285.00

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Why not get playful with ankle-wrapping straps and tassels?

Keeyahri Zerina $1,199.00

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We love the sleek, tall shaft and flawless leather of these Keeyahri boots, but the structural heel is the star of the show.

Elleme Chouchou Ballerina Pointed Toe Flats $405.00

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For a subtle dose of quirkiness, we all about the scrunchie details on these flats.

Vince Camuto Jacolina Heel $110.00

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Vince Camuto's pastel mint heel will be your go-to for spring.

Alaïa Pointy Toe Clog $1,170.00

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Clogs have made their return, from the runway to e-commerce sites everywhere. And best yet, now they have a tapered toe.

Intentionally Blank West Clouds $225.00

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We love the adjustability of a lace-up option.

Brother Vellies Olivia Pump $795.00

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Both the pointed toe plus delicate foot-to-ankle jewelry create a lengthening effect.

Charles & Keith Croc-Effect Bow-Tie Mules $49.00

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Whenever spring makes its return, we’ll be wearing these mules to welcome it.

Tory Burch Jessa Pointed Toe Loafer $348.00

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There’s an extra bit of drama in the very sharp toe tip of these Tory Burch loafers.

Freda Salvador Ruthie Ankle Boot $495.00

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The snake skin is eye-catching, but also neutral enough to go with any trouser or denim wash.

Marion Parke Must Have Flats $475.00

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It’s simply a fact: Black, pointed-toe flats are one of the hardest working shoes in a wardrobe.

Margaux The Chelsea Boot $328.00

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The timeless Chelsea gets an update with an elongated silhouette.