Ashley Olsen Wore the Jeans-and-Flats Outfit Every Cool New Yorker Swears By
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.
Shop Ashley Olsen's effortless birthday look:
Ripped jeans:
Loafers:
Black blazer:
White tee:
Coming up: Flats and Jeans Work Well Together—These Outfits Are Worth a Try
Eliza Huber is an NYC-based senior fashion editor who specializes in trend reporting, brand discovery, and the intersection of sports and fashion. She joined Who What Wear in 2021 from Refinery29, the job she took after graduating with a business degree from the University of Iowa. She's launched two columns, Let's Get a Room and Ways to Wear; profiled Dakota Fanning, Diane Kruger, Katie Holmes, Gracie Abrams, and Sabrina Carpenter; and reported on everything from the relationship between Formula One and fashion to the top runway trends each season. Eliza lives on the Upper West Side and spends her free time researching F1 fashion imagery for her side Instagram accounts @thepinnacleoffashion and @f1paddockfits, watching WNBA games, and scouring The RealReal for discounted Prada.
-
Hold the Light-Blue Jeans—People in Paris Know This Denim Trend is Far Superior for Fall
It's so elegant.
-
I'm Getting a Jumpstart on Fall Shopping—33 Affordable Key Pieces You'd Find In a Wealthy Person's Closet
It girl-approved.
-
Give Your Denim Outfits a Chic Boost With These 21 Jeans From the Madewell Sale
Twenty percent off? Done and done.
-
Dua Lipa and Miley Cyrus Traded In Their Dark-Wash Denim for This '90s Throwback
Halle Berry and Cindy Crawford also approve.
-
Cooler Than Jeans and a T-Shirt—Everyone With Good Taste Will Wear These 15 Denim Outfits This Fall
Next time fall styling inspiration runs dry, just reference these looks.
-
If Erewhon Had a Dress Code, Dakota Johnson's Latest Grocery-Run Look Would Be the Blueprint
The unspoken uniform of stylish shoppers.
-
If I Spot You Wearing This Chic Blazer Trend Instead of a Traditional One, I'll Know You're a Fashion Person
Something might be missing, but don't worry.
-
These 31 Effortless Summer Basics Make Getting Ready So Much Easier
Low lift, high reward.