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How to nail the tailored shorts trend

They're actually super wearable...

pink tailored shorts© Photo: Getty Images
Orin Carlin
Content Writer
Updated: August 24, 2022
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Summer dressing is traditionally all about floaty fabrics and loose silhouettes. But for the days when you're sadly not lounging by the pool in a kaftan, why not introduce a little structure into your wardrobe this season?

MORE: Hailey Bieber goes grungy in her latest campaign for Saint Laurent

Tailored shorts are a great way of keeping cool while retaining an office appropriate and  flattering fit. They're also super practical – so if you're lucky enough to be jetting off on a city break this summer, we'd definitely recommend you take a look at what's currently out there. Some of our favourites this season are high-rise tweed by Gucci, black pleated by COS and pressed navy by Max Mara.

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Deciding what to wear with tailored shorts shouldn't be too much of a challenge, considering how versatile they are. A fluted-sleeve poplin top or classic white racerback could be a great choice if you're going for a minimalist style moment, and accessory-wise we think tailored shorts would pair well with Hermès' Oran sandals and a simple Figaro chain.

READ: 5 trends we spotted at Ascot to take you through wedding season

If you're in need of some visual inspiration, Hello! Fashion gives you a rundown of some of our favourite ways to style tailored shorts this summer:

Tailored shorts with… an oversized blazer


Yellow shorts© Photo: Getty Images


A pop of yellow is a necessity in everyone's summer wardrobe – we love that these textured shorts have been paired with a matching pearl crop top. The mint green oversized blazer is a great addition and the padded shoulders give the look a sense of structure.

MSGM shorts

MSGM fringed-edge tweed shorts, £235, Farfetch


Tailored shorts with… a monochrome colour palette


Black bermuda shorts© Photo: Getty Images


Bermuda shorts are certainly not for the faint-hearted, but this black and white ensemble is seriously wearable. A simple racerback looks casual, and yet luxe accessories such as a Chanel bum bag and cat-eye sunglasses ramp this outfit up a notch.

Dries Van Noten shorts

Dries Van Noten pleated wool shorts, £365, Net-A-Porter


Tailored shorts with… a matching bold accessory


Fuchsia tailored shorts© Photo: Getty Images


These bright fuchsia shorts look amazing alongside a contrasting green double-breasted blazer, but our favourite part of this outfit is the colour match with Chloé's Nile minaudiere.

Moschino shorts

Moschino pleat-detail two-pocket tailored shorts, £355, Farfetch


Tailored shorts with… a statement chain belt


Black leather shorts© Photo: Getty Images


A vintage Chanel chain belt is such a useful investment piece – we love how the gold pairs with these black leather tailored shorts and draws the eye to the scrunched waistband.

Gucci shorts

Gucci supreme high-rise leather shorts, £1,800, Gucci 


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