The 6 Best Shoes To Wear with a Pencil Skirt

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A pencil skirt is a classic and sophisticated piece that everyone needs in their wardrobe, which is why we have created this guide on the best shoes to wear with a pencil skirt to help you style this chic piece.

Pencil skirts have previously been an exclusively workwear piece, worn predominately by women in offices, but in recent years new pencil skirts have become super trendy, including leather and denim skirts, meaning there are a load of new ways to style this skirt.

To style these pencil skirts in new and fresh ways, you need the right shoes – this is where we come in! We have brought together 6 of the best shoes to wear with a pencil skirt to help you create stunning outfits for workdays, weekends, or evenings out during any season. We hope this article inspires you to style your favorite pencil skirt in a whole new way – so let’s get started!

The Best Shoes To Wear With Pencil Skirt

1. Pumps

Pumps are a timeless and sophisticated pair of shoes to wear with your pencil skirt, ideal for a workwear look. You can choose from a wide range of different colors and styles, including a super high heel for a striking and elevated look, or a pair of kitten heel pumps for a comfortable while still chic look – there are so many options to choose from!

Pumps We Love
Black Christian Louboutin Iriza Pointed Toe Half d'Orsay Pump
Christian Louboutin

Iriza Pointed Toe Half d’Orsay Pump

$845 at Nordstrom

Silver Jeffrey Campbell Persona Slingback Pump
Jeffrey Campbell

Persona Slingback Pump

$150 at Nordstrom

2. Sneakers

For a more relaxed look, style your pencil skirt with a pair of sneakers. This is a great option for denim or leather pencil skirts you may be wearing at the weekend as well as smart pencil skirts to add a casual touch to your work look. Just opt for a pair of sneakers with a slim design to fit with the slim silhouette of a pencil skirt.

Sneakers We Love
White and cornflower blue Veja Esplar Sneaker
Veja

Esplar Sneaker

$150 at Revolve

Green and white Converse Chuck Taylor® All Star® 70 High Top Sneaker
Converse

Chuck Taylor® All Star® 70 High Top Sneaker

$90 at Nordstrom

3. Knee-High Boots

When the weather is a little cooler, why not pair your pencil skirt with knee-high boots? This combination has become super popular recently, often seen in street style images, and guarantees a polished and refined look, whilst keeping you warm as well. Any black or brown heeled boot would work perfectly with a pencil skirt.

Knee-high boots We Love
Black Vince Camuto Sangeti Knee High Boot
Vince Camuto

Sangeti Knee High Boot

$229 at Nordstrom

Brown Stuart Weitzman Flare Block Heel Mid Calf Boot
Stuart Weitzman

Flare Block Heel Boot

$850 at Nordstrom

4. Ballet flats

Ballet flats are right on trend at the moment and luckily they look incredible with a pencil skirt, making for a stunning outfit! A smart cap toe ballet flat is a great alternative to a pair of heeled pumps if you don’t fancy wearing heels while a metallic or bright pair of ballet flats can add a fun pop of color and sparkle to your look.

Ballet flats We Love
Beige and black Tory Burch Cap Toe Ballet Flat
Tory Burch

Cap Toe Ballet Flat

$248 at Nordstrom

Red Bernardo Gwynn Ballet Flat
Bernardo

Gwynn Ballet Flat

$198 at Neiman Marcus

5. Open-toe Shoes

For the summer months, go for a pair of open-toe shoes with your pencil skirt. This could be a pair of heeled sandals or mules for a polished and refined look or flat open-toe sandals for a more casual look – there are so many options to choose from to suit your personal style.

Open-toe shoes We Love
Yellow Dee Ocleppo Dizzy Leather Buckle Mule Sandals
Dee Ocleppo

Dizzy Leather Buckle Mule Sandals

$275 at Neiman Marcus

Black Tony Bianco Avi Sandal
Toni Bianco

Avi Sandal

$155 at Revolve

6. Loafers

You can never go wrong with a pair of loafers and a pencil skirt for a super chic and stylish look! As you can see from the image above, a leather pencil skirt and chunky loafers are an excellent combination, but you could go for a slimmer pair of loafers to create an elegant work look.

Loafers We Love
Black Gucci Jordaan Leather Loafer
Gucci

Jordaan Leather Loafer

$990 at Gucci

Black Sam Edelman Laurs Platform Lug Sole Loafer
Sam Edelman

Laurs Platform Lug Sole Loafer

$150 at Nordstrom

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