9 Non-Boring Ways to Wear a Pencil Skirt

I know, pencil skirts are the bane of our existence—most of the time. They’re often thought of as stuffy and uncomfortable, requiring constant tugging and readjusting. That said, the working women among us rely on the fact that the pencil skirt is an essential when it comes to a professional wardrobe, right alongside a tailored suit and a closet full of button-down shirts. Long story short? The pencil skirt is going nowhere. As such, fashion girls are reinventing cool new ways to wear one that has us giving the garment a second glance.

The high waist and tailored shape have long established this piece as a go-to figure-flattering option. Right now, we’re loving the way fashion girls are making a pencil skirt feel fresh again with cool leather finishes, new deconstructed silhouettes, and off-duty styling (aka a graphic tee and sneaks). We never thought we’d say it, but we’re totally feeling a newfound romance for the professional mid-length skirt.

Read on to see how to wear a pencil skirt like these stylish women and shop the coolest ones out there.

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(Image credit: Collage Vintage)

Gloss it up in a vinyl or patent finish.

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(Image credit: Collage Vintage)

Tuck a cozy sweater into a patterned skirt and you've got yourself the ideal fall workday outfit.

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(Image credit: Collage Vintage)

Bright knee-high boots do all the talking.

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(Image credit: Collage Vintage)

A must-try combination: gray checkers and bright red.

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(Image credit: Style du Monde)

Just add a statement top and statement earrings.

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(Image credit: Style du Monde)

The denim pencil skirt is underrated in our opinion—have some fun dressing this up or down.

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(Image credit: Style du Monde)

Don't shy away from a punchy tone like this bright fuchsia.

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(Image credit: Style du Monde)

Leopard print and a graphic tee always go so well together.

Shop the coolest pencil skirts:

Editor

Anna is an editor on the fashion team at Who What Wear and has been at the company for over five years, having begun her career in the Los Angeles office before relocating to New York, where she's currently based. Having always been passionate about pursuing a career in fashion, she built up her experience interning at the likes of Michael Kors, A.L.C., and College Fashionista before joining the team as a post-graduate assistant editor. Anna has penned a number of interviews with Who What Wear's cover stars over the years, including A-listers Megan Fox, Issa Rae, and Emma Chamberlain. She's earned a reputation for scouting new and emerging brands from across the globe and championing them to our audience of millions. While fashion is her main wheelhouse, Anna led the launch of WWW Travels last year, a new lifestyle vertical that highlights all things travel through a fashion-person lens. She is passionate about shopping vintage, whether it be at a favorite local outpost or an on-the-road discovery, and has amassed a wardrobe full of unique finds. When she's not writing, you can find her shooting street imagery on her film camera, attempting to learn a fourth or fifth language, or planning her next trip across the globe.