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Fashion & Style

How to Wear a Skirt 11 Different Ways

by Hannah Rose, Copywriter

Trousers, we’ll see you soon. Skirts, we’re coming for you. The versatile piece has become a wardrobe staple and it’s easy to see why. It works for casual days, dressy days and those not-sure-what-the-dress-code-is days. It’s comfy, it looks good and it makes us feel good. What’s not to love about the skirt? But, the real question is how to wear a skirt? It may sound simple but throw in a trillion different tops and another trillion different shoes and you’ve got yourself a scenario that’s got outfit dilemma written all over it. But fear not, we’re here with the 411 on how to style skirts.

What to Wear With a Skirt

When it comes to deciding what to wear with a skirt, the possibilities are pretty much endless. There’s T-shirts, camis, jumpers, bodysuits…need we go on? So, whether you’re wondering how to style a midi skirt or what to wear with a mini skirt, we’ve rounded up 11 different ways to wear a skirt.

How to Style Skirts: 11 Ways

From Hailey Beiber to Olivia Palermo, meet the celebs that know exactly how to wear the wardrobe staple. Inspiration incoming…

Hailey Bieber walking down the street wearing a denim skirt and matching jacket with trainers and red sunglasses

1. The Double-Denim Look

Can’t get enough denim? Neither can we. Hailey shows us how to style a mini skirt for when you’re out and about with this cool combo. Just pair a denim skirt with a matching jacket, sunnies and trainers and you’ve got yourself a look that is the definition of effortless.

2. The Rock-Chick Look

Wondering how to wear a midi skirt without looking super girly? Ashley has got it spot on. Roughen up pretty pleats and satin finishes with a leather-look jacket, slogan tee and animal print boots. Can an outfit get any cooler?

Woman wearing a bright green pencil skirt, matching jacket and crop top with strappy heels
Woman wearing a faux croc pencil skirt with a white shirt and stilettos

3. The Super-Cute Look

How to style skirts in summer? Go for a co-ord in sunshine-mimicking shades and pair with contrasting accessories for an outfit that will grab everyone’s attention. Choosing what to wear with a mini skirt can be tricky but if it comes with a matching top, the hard work’s done for you.

4. The Tonal Look

Olivia Palermo knows just how to style midis for those office-to-out occasions. A satin skirt and heels are always a great option for evening but throw on a lightweight scarf and blazer and you’ve got yourself a look that also means business.

Olivia Palermo crossing the road wearing a midi satin skirt, blazer, scarf and heels
Woman walking in the street wearing a floral maxi skirt with a white blouse and sunglasses

5. The Monochrome Look

Choosing how to style a maxi skirt always feels harder than its shorter counterparts but a floral number can do no wrong. This monochrome outfit is the perfect solution to those ‘what to wear with a maxi skirt in summer’ dilemmas. Alternativity, if you’re still stuck on what to wear with long skirts in summer, go for a cami.

6. The Dressy-Yet-Casual look

Ways to wear a wrap skirt are endless but we’re loving this outfit. The logo tee gives a casual touch whilst the stilettos and earrings take it up a notch for a look that’s, well, seriously balanced. Evening drinks? This is the perfect outfit for it.

Camila Coelho walking down the street wearing a wrap skirt with a black t-shirt and heels
Woman walking in the street wearing a long black skirt and chunky knit jumper with sunglasses

7. The Keep-It-Simple Look

What to wear with a black skirt when the weather’s a bit nippy? A cosy knit and converse for an outfit that screams ‘I haven’t even tried’. When the weather’s warmer, swap your jumper for a cami and your trainers for sandals. Plus, a black skirt goes with every top.

8. The Off-Duty Model Look

So, you’ve got plans, you’ve half chosen the outfit (the skirt) but you have no idea what to wear with it. Well, Kaia has the answer – with a blazer, bralette and chunky boots. It’s the model off-duty outfit we can’t get enough of.

Kaia Gerber wearing a check mini skirt paired with a blazer, bralette and chunky boots
Woman wearing a bright green pencil skirt, matching jacket and crop top with strappy heels

9. The Beautifully-Bold Look

There are so many ways to wear a pencil skirt casually but one of our favourites is pairing it with a crop top and trainers. Then, when it needs dressing up, just take it up a notch with a blazer and heels. Even better, go for a tonal look. We’re loving this all-green-everything one.

10. The Girl-Boss Look

The ultimate girl boss outfit? A faux croc pencil skirt, relaxed shirt and stilettos. Oh, and not forgetting cat-eye sunnies for extra oomph. If you’re looking for an outfit for work and beyond, this one ticks all the boxes.

Woman wearing a faux croc pencil skirt with a white shirt and stilettos
Amanda Holden walking in the street wearing a midi wrap skirt, white blazer and t shirt

11. The Oh-So-Chic Look

As Amanda proves, a blazer, tee and heeled sandals look amazing with a wrap midi. It’s the perfect outfit for in-between weather days where you wear the blazer when the sun goes in or slip it off when it makes an appearance. So chic.

Ready to find your new wardrobe favourite? Our skirts are just a click away…