The Comfortable Trend Fashion People Always Wear With Sneakers

As someone who spends a great deal of time thinking about, buying, and wearing sneakers, I think I'm in a good position to talk about how to wear them right now, although it's admittedly pretty obvious. The fact that sneakers are no longer reserved just for workouts is something that is unlikely to ever change, and I think we're all pretty happy about that. Some ways to style them are certainly fresher than others, and I'm here to tell you about the sneaker pairing I'm seeing everywhere.
Sneaker outfits always catch my eye on Instagram, and in life, and I can confirm that my studies show that the coolest way to wear them right now is with comfortable, oversize pieces. (Think pretty much every sneaker outfit Hailey Bieber wears.) If you're going to wear a suit, make it oversize. If you're going to wear jeans, choose an oversize pair. If you're going to wear a coat, go with an oversize one—you get the idea. As far as the sneakers go, well, anything goes. Pairs as varied as New Balance 990s, On Cloud sneakers, and classic Converse will work with loose clothing, so take your pick.
Scroll to see how fashion people are styling their baggy clothing with every pair of sneakers in their collection and shop the pairings.
Shop the look:
Shop the matching Varda Blazer ($495).
Shop the look:
Shop the look:
Shop the look:
Shop the look:
Shop the look:
Shop the look:
Shop the look:
Shop the look:
Shop the look:
Next up, The 23 Best Retro-Inspired Sneakers to Shop Now

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.
-
9 Top, Jeans, and Shoe Outfit Combos That Fashion People Will Be Wearing This Spring
I plan to re-create these ASAP.
By Jennifer Camp Forbes
-
My Friend Gave Me a $550 Budget to Update Her Spring Wardrobe—Here's What I Ordered
I narrowed it down to eight key pieces.
By Jennifer Camp Forbes
-
Add This Sneaker Trend to Your List of Things You Didn't Know You Needed
ASAP.
By Nikki Chwatt
-
Try Any of These 5 Spring Shoe Trends, and You Won't Be Able to Stop Staring at Your Feet
I'm obsessed.
By Jennifer Camp Forbes
-
I Have Proof—These Are the Shoes New Yorkers Always Wear With Trench Coats
It's NYC's spring uniform.
By Natalie Cantell
-
Jennifer Lawrence Just Wore the New Adidas It Sneakers Everyone Will Buy to Pair With Skirts
With a butter-yellow jacket, I might add.
By Allyson Payer
-
I'm a Fashion Editor, and These Are the It-Girl Sneakers I'm Adding to My Wardrobe This Spring
Retro cool.
By Judith Jones
-
I'm Actually Shocked Dua Lipa's $120 Sneakers Are Still in Stock
Great news.
By Erin Fitzpatrick