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10 Pencil Skirt Outfit Combinations That Are Anything But Boring

ICYDK, Pencil skirts aren’t only meant for the office.
pencil skirt outfits
PHOTO: (FROM LEFT TO RIGHT) Instagram/Instagram/iziangus, Instagram/Instagram/brittanyxavier
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When you think of pencil skirts, you immediately think of “office uniform.” But what if we told you that a pencil skirt can be styled from desks to drinks and beyond?

Because of a pencil skirt’s typical modest cut and length, it has been dubbed and often times regarded as a boring closet staple that is meant for work. Though the silhouette makes it flattering worn against a button-down shirt or blouse, this skirt shouldn’t be confined to your daily nine to five grind. On the contrary, a well-fitted and constructed pencil skirt can be deadly dangerous and a lot more risqué than you’d expect! 

The trick to shopping for a trendy pencil skirt that doesn’t scream office uniform, is to be keen on the fabric, length, and cut. A piece that doesn’t taper so much as it funnels down, would leave with an overall rectangular silhouette rather than that of an hourglass. Which makes skirts like these more for the working woman than a lady who lunches with wine. 

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But that also doesn’t mean you can’t transform your workwear bottoms into a night out-ready piece. Everything is a matter of styling! So to help you make the most out of your pencil skirt, and show you exactly how versatile it is, we’ve rounded up some drab-proof ‘fits that go far beyond secretary chic!

10 Chic Pencil Skirt Outfit Combinations

  1. Cropped top + pencil skirt with slit + strappy heels
    Going out? Then match your daring cropped top with a pencil skirt that shows a lot of leg! A midi with a slit is perfect if you want to keep things sexy without having to worry about your bottoms being too short. If you’d like to dress it down a notch, white sneakers are a great alternative to heels that’s casual but still looks polished. (Photo source
    pencil skirt outfit
    Instagram/iziangus
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  2. Blazer + T-shirt + pencil skirt + heels
    Nothing beats a monochromatic black look any day. This ‘fit is a few inches away from being office appropriate, but the skirt length actually makes the outfit look sexy with some ‘90s flair. (Photo source)
    pencil skirt outfit
    Instagram/pernilleteisbaek
  3. Deep V top + midi pencil skirt + chunky sandals 
    A cleavage-baring top definitely balances out a pencil skirt that falls mid-calf. Just be sure to pick a top that cinches by the waist so the look accentuates your curves! (Photo source
    pencil skirt outfit
    Instagram/jilla.tequila
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  4. Halter top + midi pencil skirt + strappy heels + handbag
    ICYDK, Pencil skirts are a great way to show off your waist and hips. If you want to create that hourglass silhouette, be sure to pair your skirt with a halter top that puts emphasis on your shoulders, too! (Photo source)
    pencil skirt outfit
    Instagram/iziangus
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  5. Cropped top and cardigan co-ords + matching midi pencil skirt + boots

    When in doubt, pick an outfit that matches from head-to-toe! In this case, three-piece co-ords featuring a midi pencil skirt looks so chic with a pair of heeled boots! It’s all about the silhouette for this one, and the tight fit definitely helps elongate your body if you’re looking for something that lengthens! (Photo source)
    pencil skirt outfit
    Instagram/brittanyxavier
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  6. Button-down + pencil skirt + shoulder bag
    We know what you’re thinking, “What would separate this from my typical office attire?” The key is to pick a button-down or blouse that comes across as “dressy” or attention-grabbing to be worn at work. A statement top is a great way to make a simple pencil skirt look runway-ready. (Photo source)
    pencil skirt outfit
    Instagram/brittanyxavier
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  7. Cropped top + pencil skirt + boots
    Walk on the wild side with this look that’s nothing short of badass! If you want to look low-key sexy, you better find yourself a comfy cropped top and a leather pencil skirt to put together! Finish with some sleek black boots to look like a stylish supervillain. (Photo source)
    Denim skirt outfit
    Instagram/amandakhamkaew
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  8. Bikini top + pencil midi skirt + strappy heels
    Don’t be afraid to bare some skin! In this case, why not wear your bikini top out in the city? This makes for the perfect summer outfit when it’s warm outside and a great way to show off your curves and your gorgeous tan! (Photo source)
    pencil skirt outfit
    Instagram/ariellanyssa
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  9. White shirt + pencil midi skirt + heeled mules + handbag
    Again, it’s all about flaunting and not hiding. Pencil skirts are the perfect way to show off your curves without really having to show off a lot of sin. Let your figure do the talking with this simple but classy ‘fit that will definitely turn heads! (Photo source)
    pencil skirt outfit
    Instagram/_nelly_london
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  10. Cardigan (worn as top) +pencil skirt with slit

    Keep it cozy by donning your favorite cardigan over a bedazzled pencil skirt! Wear your cardi as a top that you can easily unbutton depending on how daring you are, and opt for a skirt that shows a bit of leg, too. This combo is unlikely, but makes for an interesting OOTD we’re sure a lot of eyes would envy. (Photo source)
    pencil skirt outfit
    Instagram/xeniaadonts
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