Skip to Content

70+ Classy Pencil Skirt Outfits For Chic Women [2024]: How To Wear Pencil Skirts

Sharing is caring!

Looking for classy pencil skirt outfits? Check this post for the best style tips on how to dress classy with a pencil skirt and the best classy pencil skirt outfit ideas for different occasions to copy directly.

If you want to choose the most feminine and attractive item in a woman’s wardrobe, then in addition to a little black dress, a pencil skirt is the best choice.

Since its birth, this classic piece has gone through countless fashion world changes. It is one of the most versatile skirts, and has a perfect balance between elegance and sexiness.

From daily wear, to romantic date nights, from weddings to office wear, pencil skirts empower all women to feel confident and radiant in every moment.

If you are looking for classy pencil skirt outfits to copy, you’ve come to the right place.

In today’s article, I am sharing with you the best style tips on how to dress different types of pencil skirt in a classy way for different occasions.

And I am also sharing with you the best pencil skirt outfit ideas for women that you can copy and shop for directly from our favorite online fashion stores.

So scroll down to check these top combinations and don’t hesitate to pin them to your Pinterest board, and share them on social media sites.

classy pencil skirt outfits

This post may contain affiliate links, which means I'll receive a commission if you purchase through my link, at no extra cost to you. Please read the full disclosure here.

This post is all about classy pencil skirt outfits.

 

Are Pencil Skirts Still In Style Now?

Pencil skirts have never been out of fashion.

More and more brands have launched pencil skirts with different colors, different prints, different lengths, and different materials, allowing us to wear from spring to winter for almost any occasions.

From daily casual to formal wear, from recently trending retro style  to sporty style, you can always find the perfect pencil skirt to create the perfect look with any body type.

classy pencil skirt outfits

Get This Outfit

 

How Do I Look Good In A Pencil Skirt?

A pencil skirt and a simple top are a perfect match. Simple shirts, simple cami tops, and simple peplum tops are all good options to pair with a pencil skirt.

You can choose a top in the same color as your pencil skirt, and then choose a pair of shoes in a different color or a pair of leopard heels for a great look.

These shoes can add a pop of color, and make you look classy without losing your own personal style.

If you choose a fancier top, then I suggest you choose a pair of shoes in the same color as your top to look stylish without being tacky.

classy pencil skirt outfits

Get This Outfit

 

How Do You Look Skinny In A Pencil Skirt?

If you want to look thinner in a pencil skirt, here are my favorite ways.

 

Choose a pencil skirt that fits.

Many people think that pencil skirts will reveal their body lines, so they dare not choose a fitted pencil skirt, but choose a loose pencil skirt. In fact, a loose pencil skirt can make you shorter and bigger.

And a fitted pencil skirt won’t make you look big.

Just avoid choosing pencil skirts with too thin fabrics, and with appropriate matching skills, you can wear out a better figure.

 

Choose a high-waisted pencil skirt to visually lengthen your legs.

A great way to visually have longer legs and better body proportions is to wear a high-waisted pencil skirt.

Also, when wearing a pencil skirt, you need to show your waist.

If your top is longer, then you can tuck the hem of the top into a pencil skirt, or make use of belts, or make a knot at the bottom to turn a long top into a short top.

classy pencil skirt outfits

Get This Outfit

 

Show off the part you’re most proud of.

If you have a wonderful shoulder and neck line, then an off the shoulder top can make you look very attractive.

If you have good arms, then you can wear a sleeveless top.

If you have slender calves, then you can choose a shorter pencil skirt to show your calves.

Doing so will direct the visual attention to where you are most confident.

classy pencil skirt outfits

Get This Outfit

 

Choose shoes with pointed toes.

If you want to look thinner and taller when wearing a pencil skirt, a pair of pointed-toe shoes can visually lengthen your legs.

You don’t have to choose high-heeled point-toe shoes.

If you want to be more comfortable, you can choose flat point-toe shoes and boots.

 

Do You Have To Tuck In Your Shirt With A Pencil Skirt?

While tucking a top into a pencil skirt is a classic way to wear it, and it usually gives you better proportions, you don’t necessarily need to do it every time.

If your top still shows your waistline, then you don’t need to tuck your top into a pencil skirt at all.

Alternatively, if you prefer a comfortable style, you can opt for an oversized top to complement the pencil skirt, while keeping the hem of the top exposed outside the pencil skirt.

This looks very casual and trendy.

classy pencil skirt outfits

Get This Outfit

 

What To Wear With A Pencil Skirt

Different styles of pencil skirts will help you create different styles better. So, how to wear different pencil skirts?

Scroll on to check different ways to style a pencil skirt with different tops and right accessories.

 

What To Wear With A Long Pencil Skirt

Elegant and moving, long pencil skirts are one of the best options for your date night or formal event.

A simple tight top can make you look extra tall and attractive.

classy pencil skirt outfits

Get This Outfit

 

What To Wear With A Leather Pencil Skirt

Leather pencil skirts are very fashionable, and you can choose a simple or unique top to match it.

Leather pencil skirts work well with almost any style of top.

classy pencil skirt outfits

Get This Outfit

 

What To Wear With Faux Leather Skirts

Faux leather pencil skirts are also a great option. Especially in fall and winter, a faux leather pencil skirt is both warm and stylish.

classy pencil skirt outfits

Get This Outfit

 

What To Wear With A Denim Pencil Skirt

A denim skirt is chic and sexy. Choose an oversized top to go with it.

Complete your look with a chic leather boots or a pair of casual sneakers.

classy pencil skirt outfits

Get This Outfit

 

What To Wear With A Midi Pencil Skirt

Mid-length pencil skirts are the most common and classic pencil skirt styles.

If you want to look more stylish with a midi pencil skirt, you can choose a high-neck sleeveless top that will make you look very classy with a perfect personal touch.

classy pencil skirt outfits

Get This Outfit

 

What To Wear With A Classic Pencil Skirt

A classic pencil skirt is also perfect for casual moments.

Swap your shorts or jeans for a pencil skirt to make you effortless chic.

classy pencil skirt outfits

Get This Outfit

 

What To Wear With A Lace Pencil Skirt or Mesh Pencil Skirt

For feminine lace pencil skirts, a simple top can accentuate the beauty of the pencil skirt and make your fashion sense look great.

You can also wear solid color satin, silk or velvet tops, which are very attractive in combination with pencil-like skirts.

classy pencil skirt outfits

Get This Outfit

 

What To Wear With A Brown Pencil Skirt

The brown pencil skirt is very cozy, perfect for the cold fall and winter seasons.

You can wear a light color top such as a white or beige top or a cream sweater, and wear a pair of very trendy white boots to make you look more gentle and cute.

classy pencil skirt outfits

Get This Outfit

 

What To Wear With A Long Black Skirt

Don’t know what to wear with a gorgeous top? Opt for a long black pencil skirt to bring your feminine style to the next level.

classy pencil skirt outfits

Get This Outfit

 

How To Wear A White Pencil Skirt Outfit

The white pencil skirt has a relaxed and comfortable style like a white sand beach under the sun, and it is one of the most ideal pieces for summer vacations.

classy pencil skirt outfits

Get This Outfit

 

What To Wear With A Knee-Length Pencil Skirt

If you want to wear a different pencil skirt style with a common knee length pencil skirt, choose a unique pair of shoes.

Try out retro-inspired platform shoes with a personal touch to create a great outfit.

The retro-inspired shoes also work great with brightly colored pencil skirts for a great fashion balance.

classy pencil skirt outfits

Get This Outfit

 

What To Wear With A Sequin Pencil Skirt

If you need an elegant party outfit, a sequin pencil skirt is a great choice.

It can transform your white button down shirt from your professional wardrobe into a glamorous party outfit.

Especially when you need to attend an office party, this combination is your go to choice.

classy pencil skirt outfits

Get This Outfit

 

What To Wear With A Simple Pencil Skirt

Want to make a simple pencil skirt outfit more glamorous, even perfect for formal occasions? Add a statement necklace!

classy pencil skirt outfits

Get This Outfit

 

What To Wear With A Leopard Print Pencil Skirt

The sexy leopard print pencil skirt is a great style statement, and is perfect for any romantic date night and sexy night out.

Pair it with a simple black top to make you look chic. Complete you look with big hoops.

classy pencil skirt outfits

Get This Outfit

 

Classy Pencil Skirt Outfits

Want more inspiration? Check the below our favorite classy pencil skirt outfit ideas and pencil skirt combinations to copy directly.

 

Elegant Pencil Skrit Outfits

classy pencil skirt outfits

Get This Outfit

 

Chic Pencil Skirt Outfits

classy pencil skirt outfits

Get This Outfit

 

Formal Classy Pencil Skirt Outfit

classy pencil skirt outfits

Get This Outfit

 

Classy Elegant Pencil Skirt Outfit

classy pencil skirt outfits

Get This Outfit

 

Professional Classy Pencil Skirt Outfits

classy pencil skirt outfits

Get This Outfit

 

Pencil Skirt Outfits For Wedding Guest

classy pencil skirt outfits

Get This Outfit

 

High Waist Pencil Skirt Outfits

classy pencil skirt outfits

Get This Outfit

 

Casual Pencil Skirt Outfit

classy pencil skirt outfits

Get This Outfit

 

Pencil Skirt Outfits For Party

classy pencil skirt outfits

Get This Outfit

 

Short Pencil Skirt Outfits

classy pencil skirt outfits

Get This Outfit

 

Pencil Skirt Outfits For Work

classy pencil skirt outfits

Get This Outfit

 

Neutral Colors Pencil Skirt Outfit For Winter

classy pencil skirt outfits

Get This Outfit

 

All Black Pencil Skirt Outfits

classy pencil skirt outfits

Get This Outfit

 

Leather Midi Pencil Skirt + Blazer + High Heels

classy pencil skirt outfits

Get This Outfit

 

Classy Pencil Skirt Combo: Belted Pencil Skirt + Trench Coat + Knit Top

classy pencil skirt outfits

Get This Outfit

 

High Waist Back Skirt + Lace Top + Black Leather Jacket

classy pencil skirt outfits

Get This Outfit

 

Easy Chic Outfit: Crop Sweatshirt + Chain Print Pencil Skirt

classy pencil skirt outfits

Get This Outfit

 

Chic Party Look: Long Sleeve Blouse + Red Printed Pencil Skirt

classy pencil skirt outfits

Get This Outfit

 

Pencil Skirt Outfits In Summer Months: Printed Pencil Skirt + White Top

classy pencil skirt outfits

Get This Outfit

 

Black Leather Pencil Skirt + Lace Top

classy pencil skirt outfits

Get This Outfit

 

Khaki Straight Skirt + Long Sleeves Knit Top + Ankle Boots

classy pencil skirt outfits

Get This Outfit

 

Cool Look: Leather Pencil Skirt + Tank Top + Black Heels

classy pencil skirt outfits

Get This Outfit

 

Leather Pencil Skirt + White Shirt + Strappy Heels

classy pencil skirt outfits

Get This Outfit

 

Leather Tassel Hem Pencil Skirt + Leather Top

classy pencil skirt outfits

Get This Outfit

 

Solid Color Pencil Skirt + White Blouse + Nude Heels

classy pencil skirt outfits

Get This Outfit

 

Bright Colors Pencil Skirt + Feather Top + Black High Heels

classy pencil skirt outfits

Get This Outfit

 

Cocktail Party Look: Rose Print Pencil Skirt + Simple Top

classy pencil skirt outfits

Get This Outfit

Dark Color Pencil Skirt + High Neck Top + Sandals

classy pencil skirt outfits

Get This Outfit

 

Rust Orange Knit Pencil Skirt + Simple T-Shirt + Brown Leather Jacket

classy pencil skirt outfits

Get This Outfit

 

Beige Knit Pencil Skirt + Beige Sweater + Black Cowboy Boots

 classy pencil skirt outfits

Get This Outfit

 

Brown Leather Pencil Skirt + Button Up Shirt + Knee High Boots

classy pencil skirt outfits

Get This Outfit

 

High Waist Solid Pencil Skirt + Crop Top + Chunky Sneakers

classy pencil skirt outfits

Get This Outfit

 

Casual Look: Neutral Tones Pencil Skirt + Blue Shirt / Denim Shirt + White Sneakers

classy pencil skirt outfits

Get This Outfit

 

White Pencil Skirt + Black Top + Black Knee Boots

classy pencil skirt outfits

Get This Outfit

 

Print Sweater Pencil Skirt Set

classy pencil skirt outfits

Get This Outfit

 

Black Leather Knee Length Pencil Skirt + White Blouse + Black Booties

classy pencil skirt outfits

Get This Outfit

 

Blue Skirt + Printed Blouse + Black Shoes

classy pencil skirt outfits

Get This Outfit

 

High Waisted Black Pencil Skirt + Printed Top + Black Boots

classy pencil skirt outfits

Get This Outfit

 

Winter Casual Occasion Style: Leather Pencil Skirt + Oversized Sweaters + Black Leather Blazer

classy pencil skirt outfits

Get This Outfit

 

Faux-Leather Trim Sweater Pencil Skirt + Black Sweater + Black Tall Boots

classy pencil skirt outfits

Get This Outfit

 

Timeless Outfit With A Pencil Skirt: High-Rise Red Skirt + White Blouse + Black Heels

classy pencil skirt outfits

Get This Outfit

 

Brown Leather Midi Skirt + Black Top + Strappy Sandals

classy pencil skirt outfits

Get This Outfit

 

Plaid Mini Skirt + Black Top + Long Coat + Short Boots

classy pencil skirt outfits

Get This Outfit

 

Snake Print Faux Leather Pencil Skirt + Cold Shoulder Top

classy pencil skirt outfits

Get This Outfit

 

Beige Midi Pencil sKIRT + Slim Top

classy pencil skirt outfits

Get This Outfit

 

Beige Printed Pencil Skirt + Sexy Black Top

classy pencil skirt outfits

Get This Outfit

 

Animal Print Maxi Pencil Skirt + Wrap Top

classy pencil skirt outfits

Get This Outfit

 

Wrap Pencil skirt + Printed Blouse / Polka Dots Blouse

classy pencil skirt outfits

Get This Outfit

 

Tight Pencil Skirt + Crop Top Outfit

classy pencil skirt outfits

Get This Outfit

 

Brown Leather Skirt Outfits

classy pencil skirt outfits

Get This Outfit

 

High Low Faux Leather Pencil Skirt + White Top + Brown Boots

classy pencil skirt outfits

Get This Outfit

 

Summer Stylish Outfit: Crop Blazer + Simple Shirt + Pencil Skirt Skirt

classy pencil skirt outfits

Get This Outfit

This post was all about classy pencil skirt outfits.

 

About The Author

Tracy is an experienced personal stylist, shopping expert, and fashion & lifestyle blogger. She has been featured on Time Magazine, Bustle, Best Life, Glam, The Zoe Report, Mic, and GOBankingRates, for her insights on fashion, beauty, home decor, and lifestyle. Read More

 

Follow our Pinterest for daily fashion and lifestyle inspiration.

 

Related Posts:

Sharing is caring!