How To Wear Pencil Skirts Casually


Pencil skirts are one of the most versatile items in every girl’s closet and one of the top fashion trends to look out for. It’s a tight-fitting skirt that wraps around your figure from the waist to your knees, emphasizing your curves. This wardrobe staple comes in many length variations for mixing and matching with different styles of tops and blouses. And it looks great on almost every body type – what is there to not love?

Ways to Wear Pencil Skirt Casually

Pencil skirts are one of the top women’s business fashion trends for a reason: they pair perfectly with a top or blazer for an office-ready look. Ever wondered how to wear a pencil skirt for work? Dress up your favorite work blouse with a belt and pencil skirt, grab a black blazer, throw on your favorite flats or heels, and you’ll be good to go instantly. But that’s not all. This classic was practically made to be styled casually. This chic bottom garment allows you to achieve a sleek and stylish silhouette without sacrificing your style – as long as you style it right, that is.

Related: Dressing Up to Fit Your Body Type: Look Good in All the Clothes You Own

1. Choose the Right Pencil Skirt

Elegant Black Pencil Skirt That You Can Be Wear To Get a Casual Look

First things first. Since this skirt enhances your figure, naturally your size, shape, and figure decide how you pick out a pencil skirt.

Make sure you pick out the right fit. Your pencil skirt should always look smooth on your body – that’s the secret to the perfect pencil skirt.

If it has bumps, rolls, or creases when you stand up straight, it’s too tight. Size up. While pencil skirts are meant to hug your figure, no one wants a too-tight skirt. It makes everyday activities uncomfortable and it’ll bunch at all the wrong areas, distracting from the sleek silhouette you’re trying to achieve.

If you’re more petite or curvy, get the waistline custom tailored. Not all skirts will fit perfectly. But a well-fitting pencil skirt is a force to be reckoned with, and a good fit should always hug your waist just right.

And remember, always make sure you choose the right length skirt for your occasion. Step one, check.

Now, the next step:

2. Pencil Skirt According To Your Body Shape

Pencil Skirt That Fits Your Body Shape

If your problem area is your bottom half, and you don’t know how to wear a pencil skirt if you have a belly, we’re here to fix that. Don’t shy away from this classic, instead, work some of these tips to enhance your form. Choose a pencil skirt in a solid color and pair it with a textured sweater or patterned blouse. This draws the attention to your outfit as a whole. And go for a high-waisted pencil skirt with a shorter hemline — this was made practically for your body type — it really gives you a slimmer figure.

If you want an hourglass shape, work a belt or peplum top into your outfit. Both items are tighter around the waist and will help emphasize your curves.

If you’re petite and want to enhance what your silhouette, choose a pencil skirt with a pattern or bold print. This packs a double punch: no only will you give the illusion of curves, but you’ll also slay the outfit game by making statement.

And no matter what your figure is, consider investing in a body-shaper: these are made out of stretchy spandex material to make your curves pop in all the right places, and take your silhouette to the next level.

Related: Spring 2017 Current Fashion Trends – Guide to Spring and Summer Styles

Styling a Pencil Skirt For More Casual Look

Let’s move on the best part: styling casual pencil skirt outfits. There’s tried-and-true looks that look great on every woman.

1. Wear a Pencil dress with a crop top

Styling Pencil Dress With a Crop Top

A crop top is a great way to style your pencil skirt. Look for cute shirts that go with pencil skirts. Sequined, lace, or sheer crop tops will take your outfit to the next level. Tuck in a t-shirt, long sleeved top or throw on a sweater for an easy and effortless look.

2. Pencil Skirt with Deconstructed Shirt

Upgrade your outfit by taking a page à la street style: experiment with deconstructed shirt ideas. From the famous off-the-shoulder top and one-sleeve shirts to semi off-the-shoulder front-tie tops, deconstructed shirts were one of the top 2017 trends. And this trend was still going strong on the spring 2018 runway, so you’ll be seeing more of this trend for sure. Keep an eye out for this innovative trend the next time you’re out shopping. Stay classic with solid colors and prints, or mix things up by looking for details such as ruffles, pleats, or lace-up details.

3. Styling a Denim Pencil Skirt

Perfectly polished Denim Pencil Skirts To Look out for

A denim pencil skirt is one of the most fashionable pencil skirts there are. Made out of the most popular material, denim, how could it not be? There’s countless ways to style this, but the key here is cute tops, shoes, and accessories. From graphic tees to detailed blouses, this plain classic makes it easy to dress up or down. Pair a plain top with accessories such as necklaces, a hat, and a belt to up your look, or complete a more elegant look with cute boots and a matching handbag.

4. How to wear a Leather Pencil Skirt

Classic Leather Pencil Skirt That Makes Good Fashion Sense

And of course, a leather pencil skirt paired with a cute top, killer heels, and curled hair is undoubtedly the most attractive outfit for a woman. And as a bonus, it gives just the right amount of edge to your outfit. Perfect for both a date and a girl’s night out!

5. Styling Black Pencil Skirt for a Casual Dinner

The black pencil skirt is undoubtedly the most fashionable pencil skirts — and the most versatile. Remember the ultimate classic tip: play with different lengths, colors, prints, and material.

Accessorizing Your Pencil Dress

And never forget to accessorize! You can never go wrong with necklaces, bracelets, rings, or earrings. Clutches and handbags always make a statement. And stylish shoes, from simple sandals or flats, to cute boots and killer heels, will always upgrade your ‘fit.

Related: 10 Cute & Cozy Batwing Sweater Dress Outfits To Wear On Fall & Winter


Classic prints include argyle, chevron, gingham, and plaid. Black, charcoal, navy blue, and deep brown are some of the most wearable colors. Some of the most popular materials are denim and leather, as you already know. But don’t be afraid to play with suede or velvet either.

As long as you keep some guidelines in mind when shopping for pencil skirts, and experiment with these styling tips, you’ll never be at a loss of what to wear with pencil skirts again. Just make sure you don’t overwhelm your outfit by doing all of this at once. Keep things simple — experiment with one or two of these things at a time. As always, stay stylish.


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