Yes, Fashion People Love Leggings—7 Ways They Always Style Them

Fashion's love affair with leggings plays out like a dramatic Netflix rom-com; there have been highs, which, of course, bring with them the lows, but in the end, you know they're meant to be together. After reaching something of a sartorial peak in the '80s and early '90s, leggings fell out of favour, replaced by other stylish trouser options, such as low-rise jeans, parachute pants, and pedal pushers. What a time it was to get dressed! Then, we witnessed a legging resurgence in the early '00s by way of leather-look styles and jeggings. Now, however, we've settled into a significantly chicer leggings moment, where black and tonal leggings reign, and people are styling them for all occasions in a variety of sleek ways.

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(Image credit: @nlmarilyn)

While I could fill an entire gallery with impressive leggings outfits for you to peruse, I know your time is precious. So I've whittled down seven outfits that perfectly illustrate how to wear leggings now and in the most stylish ways possible. From casual get-ups you can throw on at whim to elevated looks that can carry you into evening territory, these ensembles cover all your leggings bases. Scroll on to see them. 

HOW TO WEAR LEGGINGS

1. Leggings + Coat + Jumper + Knee Boots

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(Image credit: @nlmarilyn)

Style Notes: Keep things simple with a monochrome palette involving a knit, tailored coat, and knee boots. 

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2. Leggings + Blazer + Breton Knit + Trainers

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(Image credit: @annelauremais)

Style Notes: Leggings look their sleekest with classic wardrobe items—cue a camel blazer, Breton stripes, and never-date Converse. 

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3. Leggings + Oversize Shirt + Knee Boots

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(Image credit: @dawn.tan)

Style Notes: For a look that can take you from work to a dinner date with ease, you can rely on an crisp white shirt, staple black leggings, and glossy knee boots. 

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4. Leggings + Biker Jacket + Trainers

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(Image credit: @kingharriett52)

Style Notes: Split-hem leggings are ideal for showcasing a standout shoe moment, so what better way to wear your box-fresh kicks? Throw in a leather biker and you've got the perfect downtime outfit mix. 

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5. Leggings + Nice Top + Bag + Mules

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(Image credit: @femmeblk)

Style Notes: We all rely on the failsafe combination of jeans and a nice top, but leggings and nice tops are just as amenable.

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6. Leggings + Belted Jacket + Hoodie + Knee Boots

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(Image credit: @sarahlouiseblythe)

Style Notes: Leggings are the perfect canvas to interesting layering combinations. Take Sarah's blazer/hoodie combination, which strikes the perfect balance between casual and polished. The boots and leggings also echo this sentiment. 

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7. Leggings + Sweatshirt + Classic Bag

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(Image credit: @deborabrosa)

Style Notes: A follow-on from the above look, leggings and sweatshirts go hand-in-hand as a solid low-key outfit option, which you can then elevate with a classic bag and pearly earrings. 

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This story was originally published at an earlier time and has since been updated.

Next Up: The Spring/Summer 2024 Fashion Trends That Really Matter

Maxine Eggenberger
Deputy Editor

Maxine Eggenberger is Who What Wear UK’s deputy editor and has over twelve years of experience in fashion journalism. She been creating engaging and elevated style content for Who What Wear UK since 2018, covering runway reports, emerging trends, long-form features, self-styled shopping stories, and columns, including her edit of the best new-in buys. She ensures the highest editorial standards are met across the site, works closely with influencer talent on content initiatives, represents the brand at industry events, and regularly contributes to social media. Previously, Maxine appeared on TV in her own fashion segment and has interviewed countless celebrities—everyone from Victoria Beckham to Oscar winner Lupita Nyong’o. 


Prior to Who What Wear UK, Maxine’s career began when, after completing her first-ever internship, she was offered a position on the Look magazine fashion desk. She accepted, leaving university a year early in the process. She went on to become the title's fashion news and commercial content editor, with a stint as InStyle.co.uk’s fashion writer along the way. She later served as Look’s acting Editor in Chief before embarking on a successful freelance career, working with Grazia, The Pool, and Marie Claire amongst others. Maxine works remotely from her countryside home near Edinburgh.