Spotted in L.A and London: Every Stylish Celebrity Is Suddenly Styling Their Leggings Outfits with This Exact Footwear Trend
Leggings are a comfort dresser's best friend, and a celebrity's, as it seems. But to make these relaxed trousers work extra hard, this stylish set pairs them with this boot.


We may have previously only associated leggings with a workout or a sofa day, but now, they're a fully functioning piece in our everyday wardrobe, irrespective of the plans.
While we're big fans of leggings with knee-high boots, it seems as though celebrities have cottoned on to a slightly more surprising pairing and are wearing their leggings with one shoe style in particular: Ankle boots.
Yes, you read correctly—ankle boots (and not just UGGS) have made their way back into celebrities' leggings outfits, many of which are heeled iterations. We've seen one style icon, Rosie Huntington-Whiteley, in her long vest, athletic leggings, and pointed suede ankle boots, and we were immediately sold on the look.
Need further proof? Scroll for the celeb-approved legging-and-ankle-boot outfits that may encourage you to follow suit.
The 10 Chicest Celebrity Leggings and Ankle Boots Outfits:
1. Rosie Huntington-Whiteley
Style Notes: Rosie Huntington-Whiteley pairs her Wardrobe NYC leggings with heeled ankle boots and looks so chic doing so. Add oversized layers, such as a longline trench coat, to help balance our proportions and give the look that cool girl touch.
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The most refined dressers opt for razor-sharp heels with a clean, ankle-grazing shape, and this expensive-looking high-street style is endlessly chic.
2. Kendall Jenner
Style Notes: Kendall Jenner goes down the classic route by opting for shearling boots as her ankle boot of choice, and I just love it. While there's something to be said for a heeled boot and leggings combo, you can't go wrong with the classics. Add cosy socks and you're favourite emotional support hoodie for extra comfort during weekend errand running.
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These Adanola leggings are Kendall's favourite.
3. Victoria Beckham
Style Notes: Ok, the whole Who What Wear team have agreed—this is an outfit worth copying, stat. An all-black look consisting of leggings paired with a sleek black roll-neck and stiletto, sock-style boots is just so stylish.
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& Other Stories' footwear selection is so strong this season.
4. Kate Moss
Style Notes: Kate Moss will forever be one of our style icons. Here she's paired her leggings with heeled ankle boots before adding a leopard print top and a waisted jacket. We love it!
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5. Hailey Bieber
Style Notes: How chic does Hailey Bieber look in her legging-boot-bomber trio? I especially love how the boots and leggings seamlessly blend into one another, while the cropped tank and inflated jacket add an element of contrast.
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6. Emily Ratajkowski
Style Notes: Who said your ankle boots had to be black? Make like Emily Ratajkowski and wear your leggings with a bright or patterned snakeprint pair.
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These will also update even the simplest of trousers, from straight-leg jeans to stirrup leggings.
7. Elsa Hosk
Style Notes: Now this is a cosy winter look with serious style power. Go for a boot that comes up every so slightly higher on the ankle to give your look extra polish.
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These would look so good with a chunky knit and trainers for an easy winter look.
8. Naomi Campbell
Style Notes: Leave it to Naomi Campbell to pair her wardrobe heroes together to create an effortlessly sleek look. Combat boots give this outfit an extra trend-led touch.
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Make like Julia Roberts and Tracee Ellis Ross and embrace the derby trend—to wear on repeat this winter, and every one after that.
9. Jennifer Lopez
Style Notes: Another fan of the combat boot, J.Lo takes off duty style to chic heights with a classic combination of knit, leggings and chunky boots.
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10. Rita Ora
Style Notes: I just love this pairing here. Split hem leggings look so good with a classic heeled ankle boot and this is a duo you can easily dress up or down. Wear with a jumper at the weekend or a silk cami and blazer for a night out.
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This story was originally published on Who What Wear US and has since been updated.

Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater arts. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.
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