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Forget Mad Men, Here's How To Wear A Pencil Skirt In 2018

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If the idea of a pencil skirt conjures up images of flight attendants or ‘60s office workers à la Mad Men, it’s time to reconsider. SS18’s catwalks revived the prim and proper office staple in an array of prints and fabrics, demonstrating a thoroughly contemporary way to style the skirt.

The first pencil skirt as we know it was designed in 1954 by Christian Dior and presented in his H-Line collection, which deviated from the fuller skirts and nipped-in waists of his New Look. With an emphasis on the hip rather than the waist, the skirt skimmed the silhouette down to the ankle. Marilyn Monroe made the style a feature of her everyday wardrobe after costume designer Orry-Kerry put her in a beaded tassel dress with a pencil skirt for 1959’s Some Like It Hot.

Away from the glamour of the silver screen, thanks to post-war austerity the pencil skirt became a popular style due to its economic use of fabric, filtering through to become staple workwear for the 1.8 million female clerks of the early ‘60s. The most memorable recent iteration of this look came courtesy of Mad Men 's inimitable Joan Holloway (played by Christina Hendricks), gliding around in her hip-hugging pencil skirts and dresses.

But if the demure sophistication of the pencil skirt isn’t your aesthetic, don’t write it off just yet. From Balenciaga’s kilt-inspired heritage check number (paired with an oversized striped shirt, proving clashing prints are here to stay) to Victoria Beckham’s feminine but contemporary sheer dusky pink piece, the catwalks of SS18 provided ample inspiration for ways to style the skirt now.

Our favourite pieces were heavily printed. Salvatore Ferragamo’s snake print brought further sex appeal to his silk camisoles, while Fendi made us fall in love with diagonal stripes, namely in brick and duck egg hues. Christopher Kane’s print of choice was ditsy florals straight from the English countryside, while Virgil Abloh referenced Princess Diana via polka dot pencil skirts at Off-White.

Whether you wear with a long-sleeved slogan print and box-fresh kicks for a streetwear switch-up, make it modern with abstract prints, or layer over silky underskirts, there are endless ways to style your new wardrobe staple. Click through to find the best we’ve seen for the season ahead.

Dark denim is big news for SS18, and we love the pairing with this track top.

Topshop Raw Waist Midi Skirt, £34, available at Topshop

We're wearing this botanical print with an oversized white shirt.

No.21 Botanical-Print Duchess-Satin Pencil Skirt, £295, available at Matches Fashion

We're big into checked prints, and Zara's blue-hued skirt is top of our list.

Zara Checked Skirt, £49.99, available at Zara

Our wardrobe may already be half vinyl, but it doesn't hurt to add another piece.

H&M Calf-Length Skirt, £24.99, available at H&M

Rainbow stripes have been cheering us up all season, so we're investing in DvF's take.

Diane Von Furstenberg Striped Stretch-Knit Pencil Skirt, £319, available at Matches Fashion

How chic is Uterqüe's all-black get-up?

Uterqüe Shirred Skirt, £44.90, available at Uterqüe

A classic leather skirt will take you from boardroom to bar.

Whistles Kel Leather Pencil Skirt, £195, available at Whistles

Nanushka is a label to watch – this ring-belt, frayed-hem skirt is a winner.

Nanushka Frayed Denim Midi Skirt, £265, available at Browns

Commuter cool, this trainers-and-skirt-suit team is brilliant.

Mango Pencil Skirt, £19.99, available at Mango

Malene Birger's take has the Midas touch.

By Malene Birger Susianna Plissé Glittered Stretch-Knit Midi Skirt, £190, available at Net-A-Porter

Trust COS to make the pencil skirt a minimalist staple.

COS Wool Pencil Skirt, £59, available at COS

Avoid grandma territory with sleek jewellery.

Mango Opening Pencil Skirt, £19.99, available at Mango

Pair your favourite slogan knit with Alexa's side-split skirt.

Alexachung Checked Tweed Pencil Skirt, £295, available at Net-A-Porter

Racing stripes are here to stay.

Zara Checked Pencil Skirt, £49.99, available at Zara

Kitri's vinyl number looks more luxe than its price point.

Kitri Fernanda Vinyl Midi Skirt, £79, available at Kitri

Thanks to CK, we'll be adding this shade of green to our wardrobe, stat.

Calvin Klein Ribbed Wool And Cashmere-Blend Midi Skirt, £344, available at Net-A-Porter

Want more like this?
Dust Off Your Dark Denim: The Noughties Are Back
5 Easy Styling Updates For Spring (Zero Effort Required)
Going Dotty: 5 Ways To Wear This Season's Most Popular Print

Like what you see? How about some more R29 goodness, right here?

Tattoos Are The New Statement Necklace At Dior Couture

In Defence Of Jeans That Hurt

Dust Off Your Dark Denim: The Noughties Are Back


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