7 Fresh Yet Classic Ways to Style Your Favourite Shorts This Summer

Stylish shorts outfits: @francescasaffari

(Image credit: @francescasaffari)

Shorts aren't for everyone—they're arguably harder to style than jeans and trousers, and some people find them uncomfortable due to dreaded chafing. In 20-degree weather, the combination of rigid denim and sore inner thighs is a recipe for disaster (and a lifetime avoidance of the leg-baring style). But as a former shorts-averse person, I'm a firm believer that it's simply a case of finding the right cut and fabric for you.

This summer, the sunshine staple is enjoying a moment in the spotlight. It's only May and already, multiple fresh trends have hit my Instagram feed, from billowy cotton bermudas to the ever-controversial “jorts”, convincing me that it's time to broaden my shorts horizons. I mean that literally, too, because longer, knee-skimming silhouettes are having a moment right now.

To find out how to wear this and other shorts trends—plus, where to shop the best pairs—scroll on and take a look at seven influencer looks we've bookmarked for the season ahead.

1. Cardigan + Boxer Shorts + Ballet Flats

Stylish shorts outfits: @kimturkington

(Image credit: @kimturkington)

Style Notes: Counterbalance the “boyish” nature of boxer-style shorts by teaming them with a cardigan and ballet flats. I love the blue-and-green combination Kim is sporting here.

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2. Linen Shirt + Jorts + Straw Bag

Stylish shorts outfits: @slipintostyle

(Image credit: @slipintostyle)

Style Notes: Jorts (that's jean-shorts) might just take the award for summer's most divisive trend, but the fashion set has figured out how to make them look incredibly chic.

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3. Blazer + Tailored Shorts + Slides

Stylish shorts outfits: @aidabadji_

(Image credit: @aidabadji_)

Style Notes: No one will be surprised to see a blazer on this list—this tailored staple is a solution to all kind of outfit conundrums. Pair a summery-coloured iteration with equally smart shorts in a contrasting shade.

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4. Waistcoat + White Shorts + Cross-Body Bag

Stylish shorts outfits: @brittanybathgate

(Image credit: @brittanybathgate)

Style Notes: We've seen waistcoats worn with jeans, tailored trousers and midi skirts over the past few months, but fashion people are prepping for balmy weather by pairing this trend piece with casual shorts. The ultimate high-low summer look.

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5. White Shirt + Distressed Shorts + Toe-Ring Sandals

Stylish shorts outfits: @chiarasatelier

(Image credit: @chiarasatelier)

Style Notes: Denim shorts and a white shirt or blouse is a simple formula that will serve you from now until autumn (at which point you can swap the shorts for jeans).

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6. Boxy Tee + Cotton Shorts + Trainers

Stylish shorts outfits: @francescasaffari

(Image credit: @francescasaffari)

Style Notes: For casual days when your priority is keeping cool, this laid-back outfit is easy to toss on and instantly look on-point. Any outfit featuring Adidas Gazelles is a win in our books.

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7. Linen Blazer + Matching Shorts + Ballet Flats

Stylish shorts outfits: @deborabrosa

(Image credit: @deborabrosa)

Style Notes: It might be too warm for heavy wool suiting, but a breathable linen suit with shorts instead of trousers is an alternative we can get on board with.

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Freelance Fashion Editor

Bébhinn Campbell is an Edinburgh-based fashion and lifestyle writer and editor. She started her first blog at age 14 and went on to intern at print and digital publications in Berlin and London, including Dazed & Confused and Indie magazine.

A job at a fashion startup took Bébhinn from Ireland to Scotland in 2019, where she now works as a freelance journalist and copywriter covering everything from travel and interiors to styling advice. As a contributor to Who What Wear, Bébhinn always keeps her eyes peeled for emerging trends and looks worth writing about. She prides herself on her ability to cut through the noise and identify solid investment buys, exciting new brands and fresh takes on classic design.

In her spare time, Bébhinn enjoys perusing Edinburgh’s best vintage shops, working through her out-of-control book collection and watching dog reels on Instagram.