Style Equations

How to Wear Long Shorts this Spring

Proof bermudas aren’t just for camp counselors and tropical cruise passengers.

How to Wear Long Shorts this Spring
Photos: Getty Images

There are two types of garments I’ve avoided so much as attempting to style: harem pants and long shorts. And while my cowardice still prohibits me from donning a drop-crotch, this spring, I’m ready to venture out of jorts territory and into the land of Bermuda, cargo, and tailored shorts. Armed with an arsenal of Pinterest inspiration, I am ready to make the case that long shorts can, in fact, be both practical and stylish—and, perhaps even a work-appropriate option for warmer weather. Here are three looks to convince you that long shorts are not just for high school camp counselors and tropical cruise passengers.

Tailored Shorts + Blazer + Boots

Photo: Edward Berthelot/Getty Images

A matching blazer and tailored shorts set were not on my sartorial bingo card for this year, but this look has completely opened my mind. Pairing the set with a turtleneck and boots adds the cool-girl element and the fishnets are a fun, funky addition.

Trinity Double-breasted Blazer

Lafayette 148 New York Trinity Double-breasted Blazer
Lafayette 148 New York
$1498

Ryerson Silk-linen Bermuda Shorts

Lafayette 148 New York Ryerson Silk-linen Bermuda Shorts
Lafayette 148 New York
$498

Ex-Ray Quilted Coat

Heron Preston Ex-Ray Quilted Coat
Heron Preston
$1325 $533

Cargo Shorts + White Jacket + Unexpected Shoe

Photo: Christian Vierig/Getty Images

If you are ever in a style rut, my favorite piece of advice is to start pairing things that don’t typically go together—a T-shirt over a cocktail dress or an informal tennis shoe with formal, tailored trousers. In this case, it’s a cargo short with a hot pink pump. It’s Bob the Builder meets Barbie, in the best way.

V-neck Tank Top

Majestic Filatures V-neck Tank Top
Majestic Filatures
$115

Linen Pleated Bermuda Shorts

Brunello Cucinelli  Linen Pleated Bermuda Shorts
Brunello Cucinelli
$1295

White Bermuda Shorts + Black Button-Down

Photo: Robert Kamau/GC Images

Bella Hadid is a master of demonstrating that traditionally unflattering clothes can actually be quite flattering. While 95% of this is due to her being Bella Hadid, I think this particular outfit is universal. A good black and white pairing is eternally chic, and boots, sunglasses, and the right bra gives the look a tasteful edginess.

Long-sleeve Buttoned Shirt

Paul Smith
$716 $430

Pull-on Leather Boots

Jil Sanders
$1630

Oval Sunglasses

Mykita x Maison Margiela
$582

Engraved-logo Buckle Belt

Maison Margiela
$405

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