The Divisive Legging Trend Kendall Jenner and Fashion Types Are Wearing Nonstop

We've all noticed the uptick in legging styles returning to our everyday. Over the past few years, this formfitting style has levelled up from being reserved for the gym and claimed space in our everyday wardrobes. Fashionable people have shown plenty of ways to wear this comfortable style, pairing it with everything from smart blazers and heeled boots to retro trainers and cosy knitwear. But the newest iteration of leggings has our fashion team divided. That's flared leggings.

With the rise of Y2K styles, flared leggings have returned once again as a comfortable yet surprisingly stylish trouser option. Of course, our classic leggings will forever be a hard-working staple in our wardrobes, but we're always open to try new styles, particularly as we spotted both Hailey Bieber and Kendall Jenner in the style, along with these leggings featuring prominently in our last street style shoot, leaving our attention well and truly piqued. For those, like me who are on board with the trend, it's not surprising that this pair would feel appealing, especially with wide-leg styles becoming more popular in both denim and tailored trousers. They also add a nice point of difference if you find yourself in leggings almost seven days a week. Better still, this style is surprisingly easy to dress up or down. 

All in all, we're here for any trend as comfortable as this. If you're on board too, here are the best flared leggings to add to your wardrobe. 



(Image credit: Getty Images)

Jenner pairs her flared leggings with a cosy knit and classic brogues. 


(Image credit: Getty Images)

Flared leggings look elevated for an evening look. 


(Image credit: Getty Images)

A comfortable style for all occasions. 


(Image credit: Getty Images)

Turn to flared leggings for all your off-duty styles. 


(Image credit: Michaela Efford)

A chic yet comfy look for the office. 


(Image credit: Michaela Efford)

This legging style lends itself to be worn with trainers, brogues, loafers, heels and more. 


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Florrie Alexander
Acting Affiliates Editor

Florrie embarked on her fashion journey while studying French and History at university. Whilst studying in Aix-en-Provence, she began to write her dissertation on the history of fashion and the influence of Haute Couture, and landed her first role at Harper’s Bazaar. Following this, she interned for various publications including Elle, Grazia and Marie Claire before joining the fashion team at Conde Nast Traveller. There, she contributed to international photoshoots, styled pages and covers, and produced engaging digital content.

During a freelance period, Florrie honed her skills in editorial work in various digital and print publications including Vogue Italy and Departures magazine, as well as styling e-commerce photoshoots and personal shopping. Florrie actively pursues an in-depth understanding of fashion and jewellery, and after styling a jewellery cover shoot at Conde Nast Traveller chose to complete the De Beers Diamond Foundation course. Florrie first joined Who What Wear UK as a freelancer before becoming the Commerce Writer, blending both editorial and commercial content. Now, as the Acting Affiliates Editor, she monitors current trends, new-in styles, wardrobe heroes and how best to style them. In her downtime, Florrie can be found in her hometown of London, usually with a coffee in hand.