Thursday 3rd December 2020

How to Wear Sneakers With Dresses Like Selena Gomez and Pippa Middleton

ESC: Selena Gomez

Gotham/GC Images

You want to look cute, but you also want to be comfortable. Why is it so hard to create an outfit that does both?

Thankfully, celebrities like Selena Gomez, Pippa Middleton and Kendall Jenner have solved this age-old problem with one trend: dresses paired with sneakers. For so long we’ve seen celebrities style feminine garments like the singer’s pale blue Rouje dress with high heels, flats, sandals and boots (during fall)—that’s it. 

Now, that’s changing. City dwellers, who wear sneakers with dresses during their commutes, and now celebrities are demonstrating that the pairing can look just as chic as the dress and heels combination. 

Adding sneakers to your outfit, however, does make your look more casual. But, if you need an outfit to wear to a relaxed office setting, weekend brunch or a date where heels wouldn’t quite work (Think: a barbecue, the zoo or a parade), recreating Selena’s style will allow you to rock the dress that makes you feel confident and feminine without sacrificing comfort. 

The trend is also easy to copy. You’ll need a casual summer dress and a pair of sneakers that don’t grab too much attention. Your dress is the star. Classic, white styles like the Vans Slip-Ons, Adidas Stan Smith Originals or Nike Air Force Ones are safe bets because they go with everything. 

How are you going to wear it? With so many celebrities wearing the style, the inspiration is endless. Do you love French girl-inspired fashion like Selena? Or, do you have a more tailored and classic style like Pippa? Keep scrolling to find a celebrity’s sneaker and dress pairing that fits your style!

ESC: Pippa Middleton, Pregnancy Style


The expecting mother shows a more tailored look, wearing a floral-printed wrap dress with a navy blue blazer. Although she’s wearing sneakers, her look is perfect for the office or casual professional setting.

ESC: How to Wear Sneakers With Dresses

Simmer Down Dress Navy, $83

ESC: How to Wear Sneakers With Dresses

Edgebound Shoes, $100

ESC: Katie Holmes

Despite her incognito look of the large sunglasses and hat, the actress’ dress and sneaker pairing stand out. The one-shoulder dress has a relaxed fit—perfect Suri’s mom or a woman on the go. And, the sneakers are classic and effortless—you don’t even have to lace them.

ESC: How to Wear Sneakers With Dresses

Floral Tasseled Dress, $89

ESC: Sneakers

Velcro Sneaker, $130

ESC: Selena Gomez

Gotham/GC Images

On a sunny day, the singer wore a pastel blue, mini dress with a V-neckline with Puma Basket Platform Sneakers. Dressing up the trend, she added a sleek bun, red lipstick and the Coach Selena Grace bag.

ESC: How to Wear Sneakers With Dresses

Ports Dress, $98

ESC: How to Wear Sneakers With Dresses

Slip-On, $50

ESC: Karlie Kloss

Alo Ceballos/GC Images

The newly engaged model chose a multicolored dress for a casual day in the city. Keeping it simple, she added classic Adidas shell toe shoes and black sunglasses. Easy to recreate, the star’s interpretation of the trend is a summer go-to.

ESC: How to Wear Sneakers With Dresses

Ruffle Short Sleeve Floral Print Maxi Dress With Tassel Ties, Now $60

ESC: Sneakers

Veja Esplar Velcro Sneaker, $130

ESC: Emily Ratajkowsk


Sexy and effortless, the model wore a striped tank dress from Hello Molly with tinted glasses, statement bag and sneakers.

ESC: How to Wear Sneakers With Dresses

Blurred Lines Dress In Blush Stripe, $51

ESC: How to Wear Sneakers With Dresses

Air Force 1, $90

ESC: Karrueche Tran

SMXRF/Star Max/GC Images

The Claws actress has a sporty take on the trend. Out and about, she wore an athleisure dress with sneakers—a perfect look for running errands.

ESC: How to Wear Sneakers With Dresses

Archive T7 Dress, Now $50

ESC: How to Wear Sneakers With Dresses

Defy Women’s Sneakers, $90

(This story has not been edited by staff and is from a RSS feed)

Published On: July 25, 2018