Win the Day

How to Wear Shorts for Every Style Moment

by Faran Krentcil


When temperatures climb, so do hemlines—but how to wear shorts when you’re not at the beach? It’s easy (promise) and can also be quite chic. Shorts are spotted on celebrities at the Cannes red carpet and on the Paris couture runways. There’s space for them in your wardrobe, too, whether you’re headed to the office or the best party of the summer. The key is a combination of length and material, which make all the difference when it comes to styling your best life.

For Day to Night Perfection

How to wear shorts to the office? With no apologies and incredible personal style. That’s the message delivered by these dynamic shorts that boast a touch of sheen and texture, along with a belted silhouette that adds polish and shape to these summer staples. We love them for daytime with a monochromatic tuxedo blazer and button-up shirt, but paired with stilettos and a black leather jacket, they could be a very cool alternative to a cocktail dress.

White jacket, black shorts

For Summer Fridays

On casual days where you still need to look put together, go for a longer length and a more structured fabric. These 11-inch shorts pair beautifully with a sandal or flat, and because they’re a neutral black color, they match already-existing sweaters and blouses that every woman has in her workday wardrobe. Pro tip: Cuff them a few inches shorter for an easy weekend transition when you’re traveling.

Black shorts, red shirt

For a Grown-Up Denim Moment

A great pair of denim shorts look casual and cool, but if they’re too tiny or ragged, they can look less like a style choice and more like a Freaky Friday moment where you switched clothes with a 14-year-old. Take control of your denim destiny with a pair of slim-cut Bermuda shorts in dark blue denim. They help create a smooth silhouette, look great with any shoe, and project the effortlessly cool vibes of a fashion-forward adult.

Denim shorts

For a Trendsetting Take on a Classic

Girls just wanna have fun, but women just want to have everyone thinking, “How does she do that?” The answer—at least with how to wear shorts—is with a beautifully-tailored pair that also pack a stylish punch. Try a pair of slim-cut 5-inch shorts with a print that’s both bold and neutrally colored to ensure you can pair them with any shoes, sweater, blouse, or jacket you like. We’re especially fond of these ones because their pattern draws the eye up, making the lower body (i.e. the derriere) appear taller and tighter.

Patterened shorts

For a “Wow” Moment at a Special Event

A little black dress is always classic, but for a modern spin on the ultimate evening outfit, why not shake things up with some shorts? This romper has all the elegance of an Audrey Hepburn staple, but with an unexpected detail that looks equally great on the dance floor and on Instagram. Paired with statement heels, it’s the polished way to party this summer.

Black romper

Featured in this article:

5-Inch Coated Shorts With Belt, $84

11-Inch Smooth Stretch Bermuda Shorts, $69

10-Inch Denim Bermuda Shorts, $69

5-Inch Smooth Stretch Abstract Shorts, $59

Flutter-Sleeve Black Romper, $110

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