How to Style Shorts and Boots for 2022


Forgive me for stating the obvious, but shorts are for summer and chunky boots are for winter, right? It’s been wired into my brain since a young age, but I’m beginning to doubt myself.

When you have Tyler, The Creator cutting into a puffer jacket paired with shorts, it makes you doubt everything you knew about seasonal clothing.

It’s hard to put into words what makes this couple 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 above outfits of Bella Hadid and Brad Pitt and tell me you don’t understand where I’m coming from. Granted, Pitt wears a skirt instead of shorts, but the point still stands.

And it’s not just these two, you’ve got A$AP Rocky in a fluffy pair of Ugg-style boots with plaid pajama shorts, Frank Ocean biking in a pair of hiking boots and a plain black shorts, and Evan Mock explores fashion week above – knee-length shorts and military-style boots.

In womenswear it’s a relatively normal thing to do, pairing heeled boots with a skirt or shorts isn’t considered something really worthy of comment, but it wasn’t. in men’s clothing. And it’s good to see the style appreciated across the board.

The more I see it, the more I’m inclined to take the plunge and add a pair of high-top leather boots to my summer wardrobe. And the track approved this frivolous wish.

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

Take a look at some of our favorite shorts and boots below and decide if you want to join in on the logic-defying fun. Or, of course, you can just stick to sneakers and shorts.

Scroll down for our favorite combinations of shorts and boots

My jorts are brighter than yours

Embellished Wide Leg Denim Shorts

An ode to Bella Hadid’s recent outfit, we’re inspired by the American model’s style book with this one. Jorts enjoyed a Y2K-inspired revival this summer, and the addition of silver Western embellishments only adds to the early 2000s energy.

The talk of the hiking trail

Jumbo GG shorts
Nubuck boots lined with sheepskin

These double G shorts got the memo for being above the knee, and so they don’t leave much shin room for your boots to play with. Luckily, these hiking boots from Moncler offer a chunky statement without going overboard on the leg.

Confused après ski

Python print swim shorts
Boot icon

When posting about our collaboration with Moon Boot, we knew all about the Y2K references of space-age boots. But we didn’t expect to receive so many photos of people wearing their pair with shorts, stylist Marc Goehring even associated his with a camo skirt.

Rave clothing for strong feet

Amir Double Zip Shorts
Luciano Boots

GmbH has made no secret of the inspiration it draws from Berlin’s infamous nightlife, and I can’t help but think it’s the perfect look to wear for a night out at the club. Your feet might ache at the end of the night though.

Yassified work clothes

Sublime Drawstring Shorts
Mike Chelsea Boots

These shorts may have a hammer loop and the boots may have a chunky lugged sole, but we all know there’s no day’s manual labor that will be done wearing this combo.

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