The Legging Styling "Mistakes" Celebs Don't Care That They Make

Let’s just get to it, there’s really no such thing as a styling “mistake.” If you’re feeling a particular look, by all means just go for it—regardless of whether or not others consider it fashionable. Celebrities are one of the biggest proponents for not contriving to sartorial “rules.” In fact, we’ve recently gone over the skinny jeans and ankle boot mistakes they ignore. After further research, we also realized that anything goes for these fashion A-listers when it comes to wearing leggings as well.
To give you a taste of what we mean, we’re showcasing the legging “mistakes” celebs don’t care that they make. Keep scrolling to scope how Victoria Beckham, Ashley Graham, and Kim Kardashian West embrace their legging ’fits and shop inspired styles as well.
Stirrup leggings feel more casual and natural. We've often seen them paired with sneakers, Victoria Beckham proves that wearing them over pointed booties is actually quite forward.
Stilettos aren't the first shoe choice that probably comes to mind when you think of leggings, but as Ashley Graham is showcasing, the dressed-up heels can work for a sleek color-blocked ensemble.
Don't be afraid to try the monochromatic trend—yes, even with your colored leggings like Kim Kardashian West.
Throw out the age-old rule that leggings can't be pants, and embrace this Kate Moss look where she styles her black leggings almost like skinnies with a printed top, blazer, and booties.
Socks over leggings used to be the look for the '80s Jazzercise crowd, but the vibe actually brings a cool twist to a low-key travel ensemble like Rita Ora is donning here.
Shop more leggings:
Next, check out the surprising legging look that became a trend.
Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises.
-
Spotted in Midtown NYC: The Blazer Trend Elegant Dressers Will Wear With Jeans This Spring
I feel strongly about this.
By Allyson Payer
-
10 Who What Wear Editors, 64 Spring Buys—Inside Our Seasonal Mood Boards
Everything inspiring our wardrobes this season.
By Anna LaPlaca
-
Anti–Skinny Jeans Are Still Ruling in 2025—Finally, 15 Fresh Ways to Wear Them
Stealing these looks this season.
By Michelle Scanga
-
From Prada to COS—Here's Everything I Packed and Wore for Milan Fashion Week
A full breakdown.
By Eliza Huber
-
I Already Have an Elevated Closet, But If I Were to Start Over, I'd Go for These 5 Staples
Effortless outfit ideas ahead.
By Jennifer Camp Forbes
-
These 5 Inspiring Outfits Are Proof You Can Easily Merge Classic and Trendy Styles
Trust me, you're going to want to re-create these looks.
By Jennifer Camp Forbes
-
Not Sneakers and Not Ballerinas—This Flat-Shoe Trend Is Far Chicer for Spring
Any guesses?
By Michelle Scanga
-
The "Dated" Denim Trend That All the Cool Europeans Never Gave Up On
Now, we're ready to bring it back.
By Michelle Scanga