50 Best Pencil Skirt Outfit Ideas with Styling

Pencil skirts are slim-fitted skirts with a straight and narrow cut. They could be knee-length or longer, but no matter how long or short they are, they undeniably are a timeless gem. They work whether you’re going to grab a cup of coffee with a friend or simply getting ready for a meeting at work. They are chic and feminine, which is why every woman loves them.

 

How to Wear a Pencil Skirt

Howto

Styling Tips

  • If you have an hourglass figure, do wear pencil skirts with a shirt tucked in or with a crop top as this will highlight your slim waist.
  • Don’t tuck your shirt in the pencil skirt if you are wider around the hips or have an apple-shaped figure. Instead, opt for tops that are looser and longer in length.
  • Don’t wear high-waisted pencil skirts if you’re petite. Instead, go for mid or low-waisted ones.
  • Always buy pencil skirts with the right fit and length, so you feel at ease when wearing them.
  • Don’t wear printed skirts with printed tops.
  • To keep it office or school-friendly, buy knee-length pencil skirts.
  • Avoid wearing striped pencil skirts with animal prints.
  • Pastel colored pencil skirts are best for Spring.

Outfit Ideas

↓ 50 – Plaid Skirt

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↓ 49 – Carnival Outfit

Slay at the winter carnivals in your gorgeous pencil skirts. Here are some more Girls Carnival Outfits Ideas.

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↓ 48 – Midi Leather

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↓ 47 – For College Girls

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Denim

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Plus Size

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↓ 46 – With Boots

Pencil skirts undoubtedly look best with ankle boots.

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↓ 45 – For Weddings

An olive green pencil skirt paired with an off-white or cream-colored blouse will be the ideal outfit for guests in this wedding season. You can find more ideas from these Outfits to Wear for Vineyard Wedding.

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↓ 44 – For Work

Here’s a classic work outfit for women with some sleeve drama, as statement sleeves are trending more than ever now.

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↓ 43 – With Crop Top

For casual wear, pair your pencil skirt with a crop top, and for the hairstyle, go with a messy top bun. Here are 20 Cute Outfits with Top Bun Hairstyle

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↓ 42 – Plus Size Look

Here are 20 Stunning Skirt Outfits Combinations for Plus Size Ladies.

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↓ 41 – How to Wear Pencil Skirts if You Have a Belly

If you’re heavy at the waist, avoid tucking your shirts in with pencil skirts. Instead, go with loose and flowy tunic tops that are slightly longer in length.

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↓ 40 – With Heels

different ways to wear pencil skirts
different ways to wear pencil skirts

different ways to wear pencil skirts

↓ 39 – With Flat Shoes

When it comes to flat shoes, sneakers are the best option to go with pencil skirts. They’re particularly recommended for travelling as sneakers make all your travels much more comfortable. Here are the 18 Best Sneaker Styles

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↓ 38 – For Church

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pencil skirt outfits

↓ 37 – For Plus Size Women

Always remember that dark-colored pencil skirts are more slimming than lighter ones.

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↓ 36 – Go Monochrome

Get the perfect cute and flirty look by pairing a black and white striped pencil skirt with a cutout top and silver pointed-toe pumps!

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↓ 35 – Yellow It Up

When going for a bright yellow skirt, take it up a notch by pairing it with a yellow bag and a yellow bandana. With the addition of a funky top and cuff bracelets, you’re ready to turn some heads! Here are 27 Ideas on How to Wear a Yellow Skirt.

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↓ 34 – Tartan

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↓ 33 – Chic In Neutrals

Who said neutral colors are boring? Grab your go-to white button-down with a tan pencil skirt and nude heels for that classy day look. Don’t forget the leopard print clutch for the extra edge!

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↓ 32 – Date Night

Looking for a way to take your plain black skirt to the next level? Pair it with a red top and black accessories, and you’re ready for your dinner date! Here are 20 Best Outfits to wear on a Date.

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↓ 31 – Day-Time Lace

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Lace skirts are often worn at night since they are considered a bit formal. To make it daytime casual, all you need is a grey t-shirt and you’re good to go! Here are 28 Ideas on How to Wear Stylish Wrap Skirts.

↓ 30 – Tribal Prints Done Right

Not sure how to pull off your tribal print skirt? A plain white top and white heels are all you need!

Tribal Prints Done Right

↓ 29 – Winterize It

Be your own stylist and see which patterns go together. Pair a striped skirt with polka dots and let the magic unfold! You should also see these 27 Ideas on How to Wear Orange Skirts.

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↓ 28 – Flawless In Leather

Knee-length skirt and a graphic T-Shirt. Looking flawless was never this easy.

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↓ 27 – Over-Sized Sweater

Looking for comfort AND style? An oversized sweater and a deep navy blue pencil skirt is the way to go. Modern chic done right! Here are 18 Best Styles of Sweater for Women this Year.

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↓ 26 – With Leggings/Tights

how to wear pencil skirts with leggings
how to wear pencil skirts with leggings
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how to wear pencil skirts with tights

↓ 25 – Play With Textures and Prints

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Create an outfit with one dominant color like burgundy or navy, while mixing with different textures. For some more amazing ideas, you must look at the Amazing pencil skirts collection for women.

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Or go for a funky look with an artistic and colourful top, paired with a black or grey pencil skirt. It looks awesome on redheads for sure.

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↓ 24 – Flirty In Plaid

If you’re not ready to give up on your plaid button-down just yet, turn it into a flirty outfit with heels and a black pencil skirt.

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↓ 23 – Navy Blue Horizontal Stripes

Keep it classy with a navy striped skirt and beige accessories. You should also have a look at these 10 Ways to Wear Striped Shirts.

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↓ 22 – High Street Fashion Look

It’s time to pull out that unusually patterned skirt from the back of your closet and pair it with a poncho-style top, to get this effortlessly chic look.

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↓ 21 – Work Wear

Bring a new meaning to ‘Monday Blues’, by mixing light and dark blue hues for work. With the addition of statement jewelry, give the outfit the edge it needs. Here are 25 Ways to Wear Cobalt Blue Skirt.

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↓ 20 – Slay In Suede 

Don’t hesitate when reaching for a suede pencil skirt, as long as it’s the perfect fit; you’re ready to slay!

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↓ 19 – With Mule Shoes

A chambray blouse and a perforated floral-designed skirt for a casual day at work are perfect. And if you’re comfortable in heels, go for black leather mules. Also, have a look at these beautiful Ideas How To Wear Mules Shoes.

Casual Friday

↓ 18 – Pop Of Color for Fall

When keeping it simple with a black and white striped skirt and white blouse, add a pop of color by wearing bright red shoes and a matching lip color.

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It’s hard to create an outfit for work that is both stylish and chic. This knee-length grey skirt and maroon top help you check both the requirements while going well with the Fall palette.

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↓ 17 – With Suit

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↓ 16 – Business Casual

Add a blazer and t-shirt with your check print skirt, and you can pull this off as a day AND evening look. 

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↓ 15 – With Heels

Peach, Grey And White are perfect for the cold Winter days. When going for a light colored outfit, add texture with a lace skirt and shiny silver heels.

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↓ 14 – The Hearty Look for Valentine’s Date

Heart-patterned shirts and accessories are not just for Valentine’s day. Wear this all red outfit for a fun day out with friends.

↓ 13 – Summer Look

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↓ 12- Plaid And Leather

Don’t be shy when opting for a skirt with a slit. Wear it with confidence and sunglasses for a day out in town.

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↓ 11 – Pencil Skirts for Women Over 40

Whether you’re over 40, 50, or 60, pencil skirts will continue to be your best friends and help you age gracefully. You should also have a look at these 20 Best Dressing Styles for 40 Plus Women.

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pencil skirt outfits for 40 plus women

10 – With Tucked in Shirt

For pencil skirts that are high-waisted or have a thick waistband, it is recommended that you wear it with a tucked-in shirt. There are so many ways you can do this, you can wear a blouse, a T-shirt or even a dress shirt. This creates a cute look and also makes you look thinner. However, if you are underweight then it’s better to avoid this style.

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9 – With a shirt tucked out

Wearing even the same shirt tucked out with a pencil skirt creates a completely different look for you. Check out this model who is actually wearing a man’s shirt tucked out and yet looking spectacular.

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8 – With a Long sleeve blouse and belt

Accessories tend to create a whole new look for your pencil skirts. So how about putting one of your belts to use with your favourite pencil skirt? You can wear it on the skirt or if you are going for a longer shirt length then go ahead and wear it on the shirt. They especially help define your figure if you are wearing a loose shirt.

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7 – With a sweatshirt and sneakers

This look is for all the girls who love going funky or swaggy with skirts. So how to style pencil skirts for this look ? This is such a simple everyday look that you can use it when hanging out with your friends or going to the mall or a casual lunch/dinner and whatnot.

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6 – With a chambray shirt

For those of you who do not know, chambray is a type of fabric often confused with denim though it is actually quite different. Usually available in blue and indigo, it is a light weight material, ideal for summers and helps take your denim skirts to a whole new level.

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5 – With a Midriff

One of the latest fashions of the years, when it comes to pencil skirts is to combine high-waisted skirts with midriffs or crop tops. To spice things up add your favourite jewellery and a blazer with this look. It also works best when you feel like wearing stilettos.A perfect Summer Party outfit combination.

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4 – With denim Jacket

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3 – With a striped tee and blazer

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2 – With a Long coat

Yes, you can wear skirts in winter too. We already covered 30 ways to wear skirts in winter. With a coat over your shoulders, you get a professional look. For your shoes, try pairing this outfit with pumps. An ideal street style look with a Pencil Skirt in winter.

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1 – With a scarf

A cheerful and everyday look for the winter that can be worn at any place and occasion. In the picture below you can see this lady elegantly wearing a pencil skirt as work wear.

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