It's True—Flared Jeans and Pointed-Toe Boots Make Your Legs Go On and On

Influencers wear flared jeans with shirts, tops and knits.

(Image credit: @_jeanettemadsen_, @kristincabat, @avahgilchrist)

published 28 August 2025

More than any other item in my collection, I find jeans to be the ultimate styling chameleon. They’re the piece I reach for whether I’m aiming to dress up, pare things back, or land somewhere stylishly in between. Each cut offers its own mood: oversized, baggy styles lend off-duty cool; slimmer silhouettes channel ‘90s minimalism; while a great flare seems to transform my proportions, making my legs look impossibly long.

Influencer @_jeanettemadsen_ wears a white shirt with flared jeans and pointed-toe boots.

No other jean—nay, no other trouser—creates the same leg-lengthening illusion. Slip them on with a pointed-toe boot, and suddenly your legs appear to go on for miles. It’s a clever trick of proportion: the outward sweep of the flare balances beautifully with the sharp, sleek finish of the shoe, adding height even when you opt for a lower heel or a flat-footed style.

Who What Wear writer @avahgilchrist wears a white jumper with flared jeans and pointed-toe boots.

This combination is one of my signature outfit formulas. Beloved by fashion editors for its polish and wearability, it’s a pairing that works across the seasons. For day-to-day wear, I’ll keep it simple with a slouchy tee or a throw-on blouse, but as the weather cools, I swap in lightweight knits and cardigans for a cosier feel. Come evening, the same duo can be styled up with a structured blazer or silky cami with ease.

Influencer @kristincabat wears dark wash flared jeans with pointed toe boots and a camel blazer.

If you’re looking to invest in a failsafe denim-and-shoe combination that ticks every box, ahead, I’ve rounded up the best flared jeans and pointed-toe boots to try now.

Who What Wear writer Natalie Munro wears flared jeans with pointed-toe boots.

Shop Flared Jeans and Pointed-Toe Boots:

H&M

Flared Low Jeans

These come in UK sizes 4—24.

Schuh

Bridgit Block Point

These look more expensive than they actually are.

Mango

Violet Flared High-Rise Jeans

Style with pointed-toe boots or pair with a sleek heel.

Zara

Leather Curved Heel Ankle Boots

This dark olive shade is set to be a major colour trend this autumn.

Zara

Low-Rise Flare Jeans

The flares jeans trend isn't showing any signs of slowing down.

H&M

Knee-High Boots

Style these under flared jeans or pair with a miniskirt.

Mother

Snacks! The Takeout Jeans

I always come back to Mother for their chic denim collection.

Aeyde

Zoe Leather Point-Toe Ankle Boots

Be quick! These won't stay in stock for long.

Autograph

Lyocell Blend High Waisted Flared Jeans

The lyocell blend ensures a comfortable fit.

Khaite

Sybil Glossed-Leather Ankle Boots

These also come in a rich shade or merlot.

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Natalie Munro is Who What Wear UK’s news writer and has worked in the fashion industry since she graduated with a degree in Journalism from the University of the Arts London. Natalie’s experience in the industry spans journalistic and styling roles that have seen her work for publications including British Vogue, Conde Nast Traveller, Vogue Ukraine, AnOther Magazine and Elle UK.

With an interest in uncovering the latest fashion trends, Natalie takes a leading role in identifying news for Who What Wear UK. Reporting on a daily basis, Natalie focuses on trends on and off the runway, as well as street style and celebrity fashion. Natalie also creates content for Who What Wear’s social channels including TikTok and Instagram on a weekly basis.