It's True—Everyone Is Wearing This Shoe Style With Leggings Again

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 (no matter the plans.) While we're big fans of leggings with knee-high boots, it seems as though A-listers 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' legging outfits, many of which are heeled iterations. We've seen one of WWW's favourite style icons, Rosie Huntington-Whiteley, for example, in her long vest, athletic leggings, and pointed suede ankle boots—and we were sold on the look.
Need further proof? Scroll for the celeb-approved legging-and-ankle-boot outfits that may encourage you to follow suit.
1. Rosie Huntington-Whiteley
Style Notes: Rosie Huntington-Whiteley pairs here Wardrobe NYC leggings with YSL ankle boots and looks so chic doing so. Add oversized layers to help balance our proportions and give the look that cool girl touch.
Shop the Look:
2. Jasmine Tookes
Style Notes: Jasmine goes down the classic route by opting for Uggs as her ankle boot of choice and I just love it. While there's something to be said for a heeled boot and legging combo, you can't go wrong with the classics. Add cosy socks like Jasmine for extra comfort during weekend errand running.
Shop the look:
3. Victoria Beckham
Style Notes: Ok, the whole Who What Wear team have agreed: this is an outfit worth copying, stat. An all-black looking consisting of leggings paired with a sleek black roll-neck and stiletto, sock-style boots is just so stylish.
Shop the Look:
4. RITA ORA
Style Notes: I just love Rita's 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.
Shop the Look:
5. 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 printed top and belted jacket. We love it!
Shop the Look:
6. HAILEY BIEBER
Style Notes: How good does Hailey look in her legging-boot-bomber trio? I especially love how the boots and leggings seamlessly blend into one another.
Shop the Look:
7. Emily Ratajkowski
Style Notes: Who said your ankle boots had to be black? Make like Emily and wear your leggings with a bright or patterned pair.
Shop the Look:
8. 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.
Shop the Look:
9. 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.
Shop the Look:
10. 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.
Shop the look:
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.
-
I've Mastered Hamptons Style—7 Outfit Formulas I Rely On Every Summer
Coastal chic at its finest. No flight necessary.
-
Bad News, Sandals—Fashion Girls Are Already Wearing Their White Dresses With Autumn's Biggest Boot Trend
I'll be following their lead.
-
The Specific Dress Trend That Ensures You Look Classy and Elegant at Every Summer Event
Ready yourself for compliments.
-
8 Classic Outfits to Try This Summer If You're a French Girl at Heart (Like Me)
Chic.
-
Stop With the Ankle Boots—Miniskirts Should Only Be Worn Like *This* in 2025
Period.
-
Spotted in Los Angeles: The Coolest Shoes to Wear With Denim Shorts This Season
Denim shorts never looked so good.
-
Is It Just Me, or Are Fashion People Everywhere Skipping Sandals for This Cooler Year-Round Silhouette?
These boots were made for walking.
-
Jeans Don't Always Cut It—The Elegant Trouser-and-Shoe Combination Fashion People Are Wearing RN
Take a page out of Hailey Bieber's style book.