12 Ways to Style a Pencil Skirt For Fall

How to wear a pencil skirt for fall!

When it comes to the work wear, the pencil skirt is a timeless wardrobe must have. Polished, profession-looking, yet still feminine, the pencil skirt is a versatile piece in your closet. It whittles your waist, enhance curves, appear slimmer, and look chic no matter the occasion. Here are 12 chic new ways to wear the pencil skirt this fall:

What to Wear to Work This Week: 12 Ways to Style a Pencil Skirt For Fall

Make head-to-toe color work for the office by opting for burgundy or navy. Keep your silhouette simple with a turtleneck sweater and classic pumps, but take the opportunity to rock some statement jewels. Read on for more pencil skirt style inspiration

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Wearing a monochromatic tone in fall colors like burgundy and navy is a classy look everyone can wear. Finish the look by adding a statement clutch, some blingy gems to bring a little glam to this classic look.

Pairing your pencil skirt with a moto leather jacket gives that work day look a little bit of a playful edge. A perfect look that goes from day to night with a quick lipstick change.

Don’t put away your bright colored pieces just because summer is over. A great way to wear summer colors into the Autumn is to pair them with some of fall shades to create a fun colorblocked look.

A little bit of lace goes a long way! Pairing a pretty lace pencil skirt with a simple blouse is an easy look that is timeless and effortless.

A fun print pencil skirt is the perfect conversation starter. Read on to see more great work wear style ideas.

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This fun printed pencil skirt makes the perfect conversation starter. Pair it with some classic pieces and you’re ready to go!

With the fall weather comes a time for cosy knits and turtlenecks. Pairing a pencil skirt with a turtleneck sweater make a chic ensemble for any day at the office.

The t-shirt has never looked so chic! Pairing a classic t with a pencil skirt is a great way to create a modern yet effortless look that’s perfect for the office.

This classic outfit is tried and true and will simply never go out of style.  Pair a pencil skirt with a white button down and trench for a chic look that’s timeless.

Don’t listen to the nay-sayers. Wearing white after Labor Day can brighten up any fall look. Pairing a white pencil skirt with a denim button makes a perfect fall outfit for the office.


Pairing a black leather pencil skirt with a plaid button down is a great mix of high and low key styles. Both pieces make each other work for the office, as the casual top balances the evening vibe of the skirt.

Have a favorite look from this bunch? Or have your own fave way to style a pencil skirt? Let me know in the comments below.

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19 comments so far.

19 responses to “12 Ways to Style a Pencil Skirt For Fall”

  1. Can I just have that exact outfit The Londoner is wearing?! It’s gorgeous. I love pencil skirts so much <3

  2. Thank you for this great inspiration post! I love pencils skirts, but I haven’t worn them much lately, because with a toddler they are not the most practical pieces to wear 😀

  3. Kiwi says:

    All of these girls are rocking the pencil skirts! I know this is a trend I am gonna hop one and I am inspired to add more to my fall wardrobe now!

  4. A good pencil skirt is a great addition to any wardrobe! There are some great ideas on how to style a pencil skirt here!

  5. I love pencil skirts..and I absolutely love the look with the button-down shirt tucked in!

  6. Alli Smith says:

    Pencil skirts are my favorite. I’m in love with the lace skirt. They are all gorgeous.

  7. Debbie says:

    While I love pencil skirts, between my job and my lifestyle, I never get a chance to wear them. These look so beautiful though.

  8. Terry My Journey With Candida says:

    My Granddaughter is just joining the work force! She would look great in a pencil skirt since she is thin. Like all you ideas.

  9. Winifred Jac says:

    I love a fitted pencil skirts. These are all great looks.

  10. Ashley Amanda says:

    Love a great pencil skirt!

  11. Savannah Miller says:

    I don’t wear my pencil skirts, but I really like that first look! The Burgundy one, that is one of my favorite color to wear during the fall!!

  12. Jenn Padgett says:

    I wore a lot of pencil skirt when I was in my 20’s. Don’t think I can pull it off now that I’m in my 40’s and out of shape. I sure miss thise days.

  13. Liz Mays says:

    These are awesome ways to rock pencil skirts. I definitely like the idea of continuing to wear color through Fall.

  14. Jeanine @ sixtimemommy.com says:

    I’m not a skirt person but I could for sure do a skirt like any of these. They are so pretty. I love all the outfits.

  15. Marts says:

    Those are adorable outfits! Ladies who wears their pencil cut skirt look very stunning and professional

  16. Stephanie Pass says:

    What great ways to style a pencil skirt. I loved the lacey one. I tend to like long hippie skirts.

  17. Tiany Davis says:

    Gorgeous, every last one of them. I’m heading to DC and need some nice, slimming outfits, these look like they would do the trick. Beautiful!

  18. Stephanie says:

    I’ve always been a fan of the pencil skirt – I especially love the lace one!

  19. I love everyone of the styles! I would try wearing a pencil skirt this fall.

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Yes Missy is a light-hearted lifestyle blog that celebrates a living beautiful life and all the things that make it special. Here you’ll find things I love and feel passionate about, from fashion and beauty to decor, travel, and more. Beyond just a the blog, Yes Missy encompasses my philosophy that life is about creating moments and not waiting for them.

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Yes Missy! is a personal blog written and edited by me. Some posts may be sponsored, contain gifted items or affiliate links, but this will never influence the honesty of the content. Everything you see on Yes Missy is something I genuinely like and recommend.