Ashley Olsen Wore the Jeans-and-Flats Outfit Every Cool New Yorker Swears By


(Image credit: Splash)

Leave it to Ashley Olsen to show up to her birthday party, held at The Grill in NYC, in the most low-key jeans-and-flats combo and still manage to look like the coolest one in the room. To celebrate her 36th birthday, the designer of The Row casually paired a longline black blazer with a white T-shirt, distressed denim, and a pair of suede mocassin loafers—a four-piece combo that every stylish New Yorker just so happens to wear on repeat. Then again, you'd be hard-pressed to find a New Yorker who doesn't, albeit unconsciously, want to dress like an Olsen twin. 

But get this: The best part about Olsen's jeans-and-flats outfit isn't just that she's wearing it. Rather, it's how easy it is to copy. Keep on scrolling to add every last piece of the birthday girl's look, from her oversize blazer to her just-distressed-enough jeans, to your year-round wardrobe. As a New Yorker who already owns all four ingredients, I can say with certainty that you won't regret it. 


(Image credit: Splash)

Shop Ashley Olsen's effortless birthday look: 

Ripped jeans:


Black blazer:

White tee:

Coming up: Flats and Jeans Work Well Together—These Outfits Are Worth a Try

Senior Fashion Editor

Eliza Huber is a New York City–based fashion editor who specializes in trend reporting, brand discovery, and celebrity style. She joined Who What Wear in 2021 after almost four years on the fashion editorial team at Refinery29, the job she took after graduating with a marketing degree from the University of Iowa. She has since launched two monthly columns, Let's Get a Room and Ways to Wear; profiled the likes of Dakota Fanning, Diane Kruger, Katie Holmes, and Sabrina Carpenter for WWW's monthly cover features; and reported on everything from the relationship between Formula One and fashion to the top trends from fashion month, season after season. Eliza now lives on the Upper West Side and spends her free time researching F1 fashion imagery for her side Instagram accounts @thepinnacleoffashion and @f1paddockfits, running in Central Park, and scouring eBay for '90s Prada and '80s Yves Saint Laurent.