There are certain trends I once assumed would stay in the archives forever, but then stirrup leggings surprised me by having a tiny moment back a few years ago. Now, in 2025, they're bigger than ever, and they really are here to stay. They lived in my mental "only acceptable for ballet class and '80s fitness videos" folder—until designers and celebrities started styling them in ways that made me turn my head. Suddenly, they looked polished, elevated, and even… chic? I wasn't prepared.
Now, I'm seeing them everywhere: tucked into kitten heels, peeking out from pointed-toe mules, styled with oversize coats, and worn by all the usual trendsetters—yes, including Hailey Bieber. Naturally, I did a deep dive. Below, see the best celeb and influencer outfits, plus the stirrup leggings worth trying if you're ready to embrace the comeback.
How Celebs Are Styling Them
The ultimate fashion-person way to wear stirrup leggings is to make them look all grown up. Leave it to Katie Holmes to style her stirrup leggings with heels, a peplum statement jacket, and an oversize bag. This is an outfit that would make anyone think you hired a secret stylist.
Airports, meeting rooms, and quick errands would all be made just a little bit better if they included this look Kendall Jenner is wearing. A good cashmere sweater, a fur clutch, and kitten heels will do the trick if you're still short on ideas.
Here's another outfit formula that you could put together in your sleep. Just grab your most oversize blazer, and put it right on top of those stirrup leggings to get Hailey Bieber's signature effortless look. A shopping bag filled with green juices just might be the perfect finishing touch.
FYI, your blazer doesn't have to be oversize! Victoria Beckham brought her forever-timeless personal style to this trend with a more muted look. The contrast between the black stirrup leggings and white pumps is a total move.
How Fashion People Are Styling Them
Running errands never looked so chic. A wrap sweater and ballet flats are the perfect finishing touches to your next stirrup-legging outfit.
I've never seen an outfit that feels more fall. This one is such a no-brainer.
Here's another outfit that feels like a work of art. I'm calling the sunglasses the perfect addition to any stirrup-legging outfit.
Products
Let's start out with a classic take on the leggings.
Thse are outfit makers.
You need them in brown too.
Designed with cool girls in mind.
These look very good with ballet flats.
There's an undeniably '80s feel to these leggings.
I'd love to spend a night out in these.
Flattering and comfortable!
The Balmain effect is crazy.
Hit the slopes in this trend.
A great cardigan that everyone should own.
If you're scared of the trend, simply try these with your favorite going-out top.
This trend is so Skims coded.
An oversize coat pairs so well with this trend.
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If You're Going to Wear This Controversial Legging Color Trend, This Is the Sneaker Color to Wear With ItIf you only wear black leggings, these may stun you.
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Irina Shayk and I Agree: Leggings Look Chicest With This Specific Boot Style and ColorTrust me.
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Navy This, Brown That—Sorry, But 99% of the Time, Fashion People Only Wear Leggings in *This* Classic ColorJust ask the L.A. Pilates crowd.
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This Is the Only Legging Trend Celebs Wear With Heels—Full StopTrust me, it's so chic.
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Kendall Jenner Just Wore the Most Elegant Legging Color Trend of the SeasonJust in time for winter.
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I'm a Fashion Editor—These Are the Low-Key Uggs I'll Be Wearing With Leggings All Winter LongI just bought my first pair of Uggs.
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Sure, Black Leggings Are Timeless, But This Colored Alt Is What Fashion People Are *Actually* Wearing in 2025Kendall Jenner approves.
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8 Non-Dated Ways People Are Wearing Leggings Right NowHow to style them the 2025 way.
