How to Style a Leather Skirt

I recently received a reader request from Beth, who asks:

“I was wondering if you could help me out. I recently bought a leather pencil skirt and was wondering how to wear it in a variety of ways. I am a first time mum so dress casually most of the time. Subsequently  I feel like I have lost my mojo for ‘dressing up’! I would love a look I could wear out to dinner or drinks, or a hot date on the rare occasion that happens these days, as well as a more casual idea for winter.”

First of all, great purchase! A leather pencil skirt is much like its pant counterpart – a classic item that will never date. It’ll be a piece you can pull out of your wardrobe for years to come, knowing that it’s still very much in fashion and that you’ll feel fabulous in it.

As for how to style a leather skirt, here are a few ideas to get you started:

  • Anything goes with leather! Try it with your favourite prints (leopard, stripes, spots), colours (monochrome, bold, pastel) and textures (knits, chiffon, silk, lace) to create different looks.
  • If a pencil skirt doesn’t suit you, don’t be afraid to try different styles – wrap, pleated, mini, midi – and choose what works for you.
  • A leather skirt can be worn to work. Choose one with a hemline that sits on or below the knee and pair it with ladylike pieces such as a chiffon blouse, tailored blazer and pumps.
  • Bare legs look amazing with a leather skirt, but if the weather is working against you, create a collection of tights you can call upon. Try everything – black opaques, patterns, colours – to create a variety of looks with your skirt.
  • Pair a knitted sweater with a fitted leather pencil skirt to balance out your proportions. For more waist definition, partially tuck in your sweater (much like the half-tuck in this post).
  • If a crop style top is your thing, make sure your skirt has a fairly high waist so that you catch just the slightest glimpse of midriff to keep the Fashion Police at bay.
  • To complete your leather skirt ensemble, opt for ankle boots, pumps or stiletto booties for a polished look. For a sport luxe look, try pairing your skirt with a pair of Converse low cut sneakers, relaxed fit t-shirt and denim jacket.

Now for some outfit inspo…

How to style a leather skirt: for day

In this outfit, I’ve paired the skirt with a relaxed fit turtleneck knit tunic to create a casual feel and add warmth. Ankle boots with a low heel are practical yet stylish and if it’s a particularly cold day, you can always add a pair of black opaque tights or even patterned or coloured stockings for a bit of fun. A hat adds a cool boho vibe, but is also handy on a windy day or if your hair is in need of a wash (and you chose sleep instead – which I couldn’t blame you for). To complete the ensemble, I’ve added a gorgeous necklace for a dash of bling and a fabulous tangerine handbag for a splash of colour. And there you have it: an outfit that’s warm, casual and comfortable – and bang on trend.

How to style a leather skirt for day | #fashion #style | SONIASTYLING.COM1. Supre ‘Fabdora’ Hat $20
2. Supre Winter Swing Knit Tunic $40
3. Atmos&Here ‘Heather’ PU Pencil Skirt from THE ICONIC^ $69.95
4. I Love Billy ‘Abley’ Ankle Boots (in Black Suede) from Styletread^ $139.95
5. LOUENHIDE ‘Zoe’ Bag (in Tangerine) $119.95
6. Blush & Co ‘Marble on Blush – Long’ Necklace $34

How to style a leather skirt: for night

To dress up the skirt for a night out, I’ve paired it with a black and white check peplum top and opted for a pattern clash – and hint of sex appeal – with a leopard print heel (note: I have these heels and they are ridiculously comfortable). A stunning white statement necklace adds a wow factor, as does the vivid fuschia coat which, like the peplum top, nips in at the waist and creates a beautiful hourglass silhouette. A simple black clutch finishes the outfit in a sophisticated way. Champagne, anyone?!

How to style a leather skirt for night | #fashion #style | SONIASTYLING.COM

1. LOUENHIDE ‘Phoenix’ Clutch (in Black) $79.95
2. Forever New ‘Betty’ Check Print Peplum Top $79.99
3. Atmos&Here ‘Heather’ PU Pencil Skirt from THE ICONIC^ $69.95
4. The Adorn Collective ‘The Agnes’ Necklace $45
5. Hush Puppies ‘Brianna’ Heels (in Leopard) $129.95
6. Forever New ‘Danica’ Belted Peacoat $109.99

Do you own a leather skirt?

How do you like to style yours?

* Items provided to me for my editorial consideration in accordance with my Disclosure policy
^ Affiliate link (if you click to buy the item, I earn a little commission but you don’t pay any extra)


  1. Gabi says

    I love to wear my leather skirt with a denim shirt which keeps it a little more casual until I add my leopard heels!!

  2. says

    Yes, I owned a pencil-style skirt in my 20s and it was a go-to item for both day and night. But haven’t worn leather for decades, but think it might be to revisit leather – pants and skirts!

  3. Tam says

    Great post Sonia! I’ve got a leather skirt & have been wondering how to wear it in winter so I’ve got some great ideas now!

  4. says

    Gorgeousness and fabulous advice. I’ve got a gorgeous teal full leather skirt that I picked up for a song at Portmans last year. I also have a couple of ponte and faux leather Harlow Australia skirts which are super duper flattering. One in a faux wrap and one in a drop back style. I love to layer them with knits and shirts and unexpected elements.

    A great way to stay warm and look cool!

    • Sonia says

      “A great way to stay warm and look cool!” – totally! I’m thinking I need another style of leather skirt (or two) in my wardrobe now…

  5. says

    I scrolled through my fb feed this morning and your post popped up. I was inspired to wear my leather skirt and so I did! I put a photo on insta – crediting you 🙂 thank you!

  6. says

    Leopard + leather are a beautiful marriage, aren’t they?

    Would love to see how you’d style a leather mini (or a mini of any kind). I’ve been blessed with short + stumpy legs who don’t play nicely with pencil skirts.

    • Sonia says

      They sure are! I’d style a mini using the same principles as I’ve featured in this post (particularly with oversized knits) and make the most of all those cute tights available right now.

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