Pencil Skirt Outfits Ideas That Make This Style Feel New

Oh, I remember wearing pencil skirts. But the looks from 15 years ago are by no means comparable to the chic pencil skirt outfits I've spotted emerging with abundance during this summer-to-autumn transition. These options are elevating autumn skirt outfits like nothing else. When I first heard that pencil skirts were trending, I'll admit I was apprehensive; however, I should never doubt the fashion crowd's innate ability to refresh and update any look, no matter my memory of it.

Whilst A-line maxi skirts and more voluminous styles will certainly still appear as the season goes on, I appreciate the sleek, sharp cuts of a pencil skirt and how seamlessly they fit into an autumnal wardrobe. The beauty of these is how timeless they are. People seem to be reaching for materials and colours that have staying power, from denim knee-length pencil skirts to black maxi versions. There are also wool and leather pencil skirts in the mix, which feel like they were made for this time of year.
All this to say, the pencil skirt is back and it's holds a lot of promise for this season's outfits. Here are seven different ways you can style it as we welcome in autumn.
Pencil Skirt Outfit Ideas to Rotate This Season:
1. Sleeveless Top + Maxi Pencil Skirt

Style Notes: Autumn often comes in a rush, but I'm aware that oftentimes we experience quite a few weird weather days, alternating between boiling sun and sheets of rain. That's one reason why I appreciate Abisola's look. Pair a maxi pencil skirt with a sleeveless top, and you have an outfit with endless layering potential. Wear as is, or add a jumper or trench if it's too cold.
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The ruching gives this top the perfect amount of visual interest.

A black maxi skirt will pair well with nearly top or shoe.

Charles & Keith
Leslie Metallic-Accent Slingback Pumps
These will work now and long into winter party season.
2. Jacket + Pencil Skirt + Boots

Style Notes: I love a taller boot with a long skirt. It's another unique way to incorporate layering and texture. Rebekah proves that a pencil skirt is one of the best silhouettes for skirt and knee-high boots outfits. Opt for a neutral, tonal palette for a look that'll remain a constant in your fall and winter wardrobe.
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Essential for wearing over everything, from T-shirts to jumpers.

The cut and shade of grey impressed me on this H&M skirt.

KHAITE
Andee Crinkled-Leather Knee Boots
Crinkle leather, perfect heel height—these are absolutely on my autumn wish list.
3. Leather Pencil Skirt + Jacket + Heels

Style Notes: Wearing double denim is a go-to look of mine, but I think Ingrid's outfit is hinting at an even cooler rendition that's coming this autumn and winter: double leather. As several leather jacket trends take over this fall, I'm convinced styling a pencil skirt with yours in one of the chicest pairings, whether you opt for a bomber, zip-up or boxy silhouette.
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Free People
We the Free Hera Vegan Leather Jacket
One of the most convincing faux leather jackets I've ever spotted. The button-up style is trending too.

KHAITE
Loxley Leather Maxi Skirt
Knowing that this is Khaite, I can guarantee it won't stay in stock for long.

Accessorize
Je Taime Sheer Socks
I think sheer socks are such a fun way of switching up your usual shoe-and-sock pairings.
4. Pencil Skirt + Matching Jumper

Style Notes: The cosy season has entered the chat. That's why Sabina's look is such an ideal take for autumn dressing. A matching set that features a nice jumper and pencil skirt is bound to keep you both warm and stylish. It's the perfect swap for anyone who's sad to pack away their summer co-ords.




