Forgive me for stating the obvious, but shorts are for summer and big chunky boots are for winter — right? That's what's been hardwired into my brain from a young age, but I'm starting to doubt myself.

When you've got the likes of Tyler, The Creator cutting about in a puffer jacket paired with shorts, it makes you doubt everything you knew about seasonal dressing.

It's difficult to explain in words what it is that makes this pairing so great — there's just something special about the boots breaking up the long silhouette created by the shorts. Not to mention it also puts the top of the boots on full display.

 

Look at the outfits above from Bella Hadid and Brad Pitt and tell me you don't understand where I'm coming from. Granted, Pitt is wearing a skirt instead of a pair of shorts, but the point still stands.

And it's not just those two, you have A$AP Rocky performing in a fluffy pair of Ugg-style boots with checkered pajama shorts, Frank Ocean cycling in a pair of hiking boots and plain black shorts, and Evan Mock exploring fashion week in above-the-knee shorts and military-style boots.

In womenswear it's been a relatively normal thing to do, pairing heeled boots with a skirt or shorts isn't considered anything really worthy of comment, but that hasn't been the case in menswear. And it's good to see the styling appreciated across the board.

The more I see it, the more inclined I am to take the plunge and add a pair of long-shafted leather boots to my summer wardrobe. And the runway has been endorsing this frivolous wish.

When Dries Van Noten paired printed western boots with short shorts for multiple looks in his SS23 collection it was the final straw for me. And it was joined by Givenchy, Louis Vuitton, and even the master of minimalism Jil Sander doing the same shorts and boots trick for their 2023 collections.

Take a look at some of our favorite shorts and boots paring below, and decide whether you would like to join the logic-defying fun. Or, of course, you can just stick to pairing sneakers and shorts.

Scroll down for our favorite shorts and boots combinations

My jorts are sparklier than yours

Wide-Leg Embellished Denim Shorts

Wide-Leg Embellished Denim Shorts

$645

Kapital

Buy at Mr Porter

Zip Up Boots

$1040

Jil Sander

Buy at Highsnobiety

An ode to Bella Hadid's recent outfit, we've taken a leaf out of the American model's style book with this one. Jorts have had a Y2K-inspired renaissance this summer, and adding silver Western embellishments only adds to the early-2000s energy.

The talk of the hiking trail

Jumbo GG Shorts

Jumbo GG Shorts

$1150

Gucci

Buy at ssense
Shearling-Lined Nubuck Boots

Shearling-Lined Nubuck Boots

$780

Moncler

Buy at Mr Porter

These double G shorts got the memo about being over-the-knee, and so they're not leaving much shin space for your boots to play with. Luckily, these hiking boots from Moncler provide a chunky statement without going too far up the leg.

Confused Après-Ski

Python Print Swim Shorts

Python Print Swim Shorts

$110

Acne Studios

Buy at Highsnobiety
Icon Boot

Icon Boot

$225

Highsnobiety x MOON BOOT

Buy at Highsnobiety

When releasing our collaboration with Moon Boot, we knew all about the Y2K credentials of the space-age boots. But we weren't expecting to receive so many photos of people wearing their pair with shorts, stylist Marc Goehring even paired his ones with a camo skirt.

Rave wear for the strong footed

Amir Double Zip Shorts

Amir Double Zip Shorts

$385

GmbH

Buy at Highsnobiety
Luciano Boots

Luciano Boots

$575

Eytys

Buy at ssense

GmbH has made no secret of the inspiration it takes from Berlin's infamous nightlife, and I can't help thinking this is the perfect look to wear for a night at the club. Your feet might be aching by the end of the night though.

Yass-ified workwear

Sublime Cord Short

Sublime Cord Short

$215

Noon Goons

Buy at Highsnobiety
Mike Chelsea Boots

Mike Chelsea Boots

$495

Eckhaus Latta

Buy at ssense

These shorts might have a hammer loop and the boots might have a thick treaded sole unit, but we all know there is not a day's manual labor that will be done while wearing this combo.

Want to keep browsing? Head to the Highsnobiety Shop for more products that we love. Highsnobiety has affiliate marketing partnerships, which means we may receive a commission from your purchase.

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