How to Style Shorts for Every Occasion

Let’s face it: shorts are a summer wardrobe staple.

As well as being practical for warmer temperatures, they look super pretty when paired with a cute cami or crop top.

But something happened during Spring/Summer 2020 that the fashion world didn’t expect.

The fashion powerhouses took typical summer shorts and put a contemporary spin on them to produce a range of fresh designs.

And now these shorts are showing no signs of going out of style for Autumn/Winter 2020.

Not sure how to wear them? Not to worry — we’ve got you covered, no matter what the occasion.

For Every Day

First things first, you can’t beat a comfy pair of shorts to throw on with a plain tee and sandals for running errands or meeting a friend for coffee. Right?

However, they don’t have to be the usual butt-skimming variety.

Whether you opt for ripped denim hotpants influenced by Isabel Marant or stretchy bike shorts a la Jacquemus, one thing’s for sure: this year, any length goes.

Get the look with these Topshop Ripped Denim Shorts or these River Island sport shorts. Then add an oversized jacket and chunky white trainers for instant casual-cool.



For Smart-Casual Occasions

Speaking of lengthy summer shorts, SS20 marks the return of the Bermuda style.

But this time around, they’re more tailored and chic than ever.

Ideal for the office, team these ZARA Tailored Shorts with a matching jacket, button-up shirt and heeled shoes, taking inspiration from Annakiki and Sportsmax. Or you could go for a shorter length, like these Tailored Shorts With Pockets from NEXT. 


You could also remove the jacket, swap the heels for brogues and add glasses for a fun, retro aesthetic.

Either way, you better work it, boss babe.

To Go OUT Out

Last but not least, SS20 brought us summer shorts in different fabrics that can be dressed up (and look fabulous) for a night on the town.

Whether you’re heading to a bar with friends or a restaurant for date night, a leather look or sequinned variety is a surefire winner.

Why the colour black? Well, because it looks sophisticated, of course. 

Pair these Red Herring Glittery Shorts with a statement blouse and platform heels for a playful, kooky appearance a la Miu Miu.


Team these ASOS Platinum Lame Shorts with a black cami, coordinating sequined blazer and pointy heels following in the footsteps of Saint Laurent.



Now, that’s what we call turning heads for all the right reasons.

Mix Up Your Shorts to Mix Up Your Style

In summary, don’t be afraid to show off a bit of leg with the unique variety of shorts on offer this SS20.

After all, the only way you’re going to figure out what works for your personal style is by stepping out of your comfort zone.

You can even layer them up under snuggly jumpers and over cosy tights for the upcoming AW20 season.

Either way, we guarantee that you won’t be short of inspiration. (Sorry.)

Great style content delivered straight to your inbox

Sign up now and get great style advice, exclusive offers, and be the first to know when new arrivals drop.