5 Expensive-Looking Shorts Outfits You Can Wear Again and Again

Shorts are undeniably one of the most worn fashion item over the summer months. It’s hardly surprising, though, when they not only keep you cool but also manage to look really polished. Not everyone is a dress person, and shorts provide a great alternative on those warm-weather days, and even worked layered up into autumn. The only problem is whereas a dress is an all-in-one instant outfit, shorts take a little more thinking about what to pair with them. If you can pin down a few easy combinations, though, they can be just as effortless to throw on in the morning. 

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(Image credit: @emilyjdawes)

So that you can skip the boring trial and error of putting together outfit combos, we've done the hard work for you and found five outfits to copy that'll see you through 99% of your summer calendar. Of course, there are a lot of co-ords involved because we all know shorts sets are having a serious moment right now. For smarter occasions, choose tailored shorts that you can add a classic blazer to for a polished finish. And for more relaxed affairs, like beach days and weekend wanderings, drawstring and denim options are your go-to. 

No matter your style or upcoming summer, you're bound to find and outfit you'll live in for the rest of the season. Keep scrolling to see and shop some of Instagram's favourite looks.

1. Dinner Date

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(Image credit: @dawn.tan)

Style Notes: The waistcoat is still key, and the summer way to style it is with matching shorts. Add mules, statement earrings and sleek shades to make the coolest co-ord work for after-dark. 

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2. Beach Strolls 

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(Image credit: @aprillockhart)

Style Notes: There's something so effortless about a longline denim pair. Make like April and keep them relaxed with crochet, a cap and your trusty New Balance kicks. 

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3. Office-Ready

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(Image credit: @aidabadji_)

Style Notes: When you add an oversized blazer to shorter tailored shorts, you instantly make them more office-ready. Or, you could copy Aïda and go for a skort – yep, they're back!

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4. Relaxing At the Weekend 

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(Image credit: @monikh)

Style Notes: This Deiji Studios set has become a cult style, and for good reason. The linen set makes wearing PJs out of the house acceptable – what's not to approve of? Keep it classic and laidback with neutral fuss-free accessories.

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5. Brunch With The Girls 

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(Image credit: @charlottekuhrt)

Style Notes: The bandeau is back, and everyone is embracing the '90s favourite with open arms. Make it work for day by adding printed shorts and flatform sandals. You could always pack some heels in your bag in case you decide to stay out after brunch. 

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Up Next: 8 Easy Summer Trouser Outfits I can't Wait to Copy

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Emily Dawes
Affiliate Editor

Emily Dawes is an editor, stylist and writer with over 12 years in the industry. Known for impeccable taste, our readers trust her advice, especially in her top-selling column, expensive-looking high street buys. Working for Who What Wear UK since 2020, Emily has been a contributing editor, branded content editor and affiliate editor. Now, as senior shopping editor, she leads the e-commerce content strategy. After obtaining a BA in English and American Studies from Nottingham University, Emily interned at The Mail on Sunday’s YOU. As the magazine’s fashion editor, she managed the fashion team and travelled the globe to style and direct fashion editorials and celebrity cover shoots. As a freelancer, she styled Grazia cover shoots, developed brand marketing and content plans and worked with VIP clients including Elizabeth Day.