How to Wear Leggings When You're Not in Your 20s

We'll be the first to admit that there are times when it seems as though celebs with the last name Jenner or Hadid are the only legging-wearing It girls you hear about. But we're here to set the record straight and remind you that celebrities (and women) of all age groups are equally smitten with the athleisure staple. To prove this and provide you with a slew of new legging-outfit ideas in the process, we found 10 stylish over-30 women who know how legging styling is done, and in the process, we came to a few conclusions as to what to keep in mind when styling leggings when you're no longer in your 20s.

One of the clear similarities that we found among the legging outfits of women like Diane Kruger, Nicole Richie, and Alexa Chung is that there's nary a crop top or sports bra in sight without a top over it. Most of them were covered up with a jacket or an oversize sweater or sweatshirt, which balanced out the slim leggings and added polish. Not only that, the style setters all opted to pair their leggings with some sort of sneakers and stuck to neutral, solid dark-colored leggings.

Ready for a little polished legging-outfit inspo? Read on to see how 10 over-30 celebs style theirs, and shop sleek leggings they'd love at the end.


(Image credit: Splash News)

Layer a tank under a cropped hoodie.

On Sienna Miller: Ivy Park hoodie; Live The Process The Contour Legging Crop ($155); Proenza Schouler Large Hex Whipstitch Bucket Bag ($980); Superga 2750 Cotu Classic Sneakers ($65).


(Image credit: Getty Images )

Statement accessories instantly kick a basic legging look up a few notches.

On Alexa Chung: Gucci Cat-Eye Sunglasses ($415); Staud Moreau Bucket Bag($375), similar: Pixie Market Net Shoulder Bag ($64); Chanel sneakers.


(Image credit: Backgrid)

Balance out slim leggings with oversize outerwear.

On Olivia Palermo: Moncler Vouglans Flounce-Hem Puffer Coat ($1300); Koral Lustrous High Waist Leggings ($88); Nike sneakers.


(Image credit: Backgrid)

When in doubt, just put on a comfy sweatshirt. 

On Nicole Richie: Nike sneakers.


(Image credit: Backgrid)

Make a legging look work outside the gym by throwing on a denim jacket and polished kicks. 

On Alessandra Ambrosio: Louis Vuitton Capucines PM Bag ($4800).


(Image credit: Backgrid)

An all-black look is sleek, slimming, and cool (as you can see).

On Kourtney Kardashian: American Needle Washed Baseball Cap in Black ($24); Illesteva Vinyl Sunglasses ($177); Koral Drive High Rise Leggings ($98).


(Image credit: Getty Images )

Black sneakers are a celeb favorite with leggings. 

On Yolanda Foster: Hermès Birkin bag.


(Image credit: Backgrid)

Follow Kruger's lead and swap a gym bag for a mini handbag.

On Diane Kruger: Chanel bag.


(Image credit: Backgrid)

A baseball cap makes leggings look instantly cooler.

On Chrissy Teigen: Adidas Originals Trefoil Cap ($20); Alo top; Current/Elliott The Mechanic Jacket ($278); Nike sneakers.


(Image credit: FameFlynet )

A cropped bomber jacket layered over your outfit keeps you looking more street-ready than gym-ready.

On Victoria Beckham: Adidas Originals Snapback Flatbrim Cap ($26); 2XU MCS Compression Tights ($120); Yeezy sneakers.

Shop Leggings Celebs Would Love:

Allyson Payer
Senior Editor

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. 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.