5 Expensive-Looking Shorts Outfits You Can Wear On Repeat

Not a dress or skirt person? Fear not, as shorts are a great option for your summer looks, and an be worn in a multitude of chic ways. Read on for your summer shorts inspo folder.

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.

Coco Schiffer wears a black and white shorts outfit.

(Image credit: Coco Schiffer)

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. LUNCH WITH FRIENDS

Lindsey Holland wearing blue denim shorts.

(Image credit: Lindsey Holland)

Style Notes: A trusty pair of blue denim shorts will never let you down. Opt for a long-line fit, which will make them great for running around the city, but still allowing you to feel covered up and agile, unlike a much shorter pair would. Pair with a classic black waistcoat and your most beloved sandals and sunnies for a casual, easy-going look. No fuss or over-accessorising required.

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2. BEACH STROLLS

Marina Torres wears black summer shorts.

(Image credit: Marina Torres)

Style Notes: There's something so effortless about a linen short, particularly when you can also invest in the matching shirt. Infinite combinations will ensue, which will keep you cool in the heat of the summer, whilst staying put-together and stylish. Perfect for holiday dressing—pair with flip-flops and a raffia tote.

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3. WEEKEND RELAXING

Claire Most wearing a white boxer shorts outfit.

(Image credit: Claire Most)

Style Notes: Boxer shorts have been on the rise (pun intended!) for a number of seasons now, and the fashion-conscious people of New York, Copenhagen and London have been spotted wearing them on the street, not just at home. Toughen them up with leather footwear and cozy, monochromatic styling. You just woke up like this!

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4. DINNER IN THE CITY

Caroline Lin wears long white tailored shorts.

(Image credit: Caroline Lin)

Style Notes: Tailored shorts are a sure way to feel sleek and polished. Wearing all white may feel like a risky move in the city, but when pulled off, it can look infinitely classy. Pair silky white tailored shorts with a paper-weight tee or tank, with a creamy blazer and accessories for an intentionally timeless look.

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5. OFFICE-READY

Coco Schiffer wears white shorts and a blazer.

(Image credit: Coco Schiffer)

Style Notes: When its hot in the city, how do you dress to stay cool but still office-appropriate? I'm taking notes from New York's Coco Schiffer, who effortlessly shows how to dress for desk days when the mercury is high. Wide, white shorts, paired with a crisp white shirt, boxy black blazer and chunky accessories, plus leather flip-flops, is the formula to choose.

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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 forBest Knockoff Luxury Clothing 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.