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.

TibiCaden Stretch Boots$575.00

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

SchutzMikki Up Boot$238.00

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

RothysThe Point$145.00

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

By DoseJasmine Two-Strap 100mm Mule$353.00

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

MangoSlingback Leather Shoes$120.00$80.00

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

StaudWally Boot Saddle Croc Embossed$550.00

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

Jimmy ChooLove 85mm Leather Pumps$695.00

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

PêcheBenson$92.00

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

Amina MuaddiBegum 95mm Crystal-Embellished Pumps$1,220.00

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

PradaTriangle Logo Pointed Toe Slingback Pump$950.00

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

FlatteredFabienne Pile$84.00

A fuzzy take on the classic black kitten heel.

KhaiteDallas Suede Knee Boots$1,380.00

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

Louise Et CieJadran Pointed Toe Bootie$96.00

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

Chelsea ParisDexter Pump$285.00

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

KeeyahriZerina$1,199.00

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

EllemeChouchou Ballerina Pointed Toe Flats$405.00

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

Vince CamutoJacolina Heel$110.00

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

AlaïaPointy Toe Clog$1,170.00

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

Intentionally BlankWest Clouds$225.00

We love the adjustability of a lace-up option.

Brother VelliesOlivia Pump$795.00

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

Charles & KeithCroc-Effect Bow-Tie Mules$49.00

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

Tory BurchJessa Pointed Toe Loafer$348.00

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

Freda SalvadorRuthie Ankle Boot$495.00

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

Marion ParkeMust Have Flats$475.00

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

MargauxThe Chelsea Boot$328.00

The timeless Chelsea gets an update with an elongated silhouette.