
I rarely find myself needing to dress in traditional office-appropriate gear, but recently I’ve fallen in love with these stretchy pencil-style skirts that seem to have shoved their more restrictive counterparts out of the way. I have a quirky striped version, a classic solid navy, and one in animal print (naturally), and you’ve probably noticed that they’ve all found a welcome home in my closet over the past few months.
Back in the Spring, I was so flattered to be asked to style up a “3 Ways to Wear It” feature for Emma Magazine, and I knew immediately that this would be the item from my closet that I wanted to frame the piece around.
Keep reading to see how I created multiple looks around my latest closet staple, and shop the post to get the look for yourself!
This first look was definitely intended to provide a more professional take on the trend, and for my (imaginary) office outfit, I paired the skirt with a vintage structured top, statement bib necklace, envelope clutch & classic tan pumps.

Next, I wanted to include a look, that would be perfect for a romantic night out (might have to recreate this one for our next Date Night!), and I used a feminine embellished shell, a bright cardigan, while keeping the accessories simple with a geometric cuff and chunky blue heels (shown in the top pic).

Lastly (and my favorite!) – I needed to show how I like to wear the look most, and that’s for a casual day-date with friends or even just running errands around town. I went for some major pattern-mixing by pairing it with a watercolor floral top, my favorite everyday handbag, aviator sunnies & the usual giant stack of bangles.
Photos by Michelle Herrick // Spread originally featured in Emma Magazine
Now I’d love to know: Which look above is your favorite?
Shop the post here…
Need even more stretchy skirt inspiration? Check out the very same piece seen above from this post earlier this summer!






















14 Comments
You look so pretty, love the different ways you styled the skirt.
I love that skirt and every way you’ve styled it. Especially the bright, block colours. I don’t wear enough skirts like this.
i love the date night look because of all the pretty textures. but the green blouse is a color to contend with! so pretty
Love all of these, who knew you could wear an animal print pencil skirt in so many cute ways!
Thank you for this amazing tips. I own several of them and I do not wear them as often because I have no clue some times of how :(. This post was very helpful, and I am in love with all of your looks!
So happy to help, Berty! :)
Wow! This skirt is so beautiful! I bought one like this a long time ago, but never realy wore it. I think tomorrow I’ll give it a try!
Girl, I have that skirt and it’s my favorite. I like it so much, that I also own the dress in the same fabric. I know. Insanity.
I don’t blame you AT ALL. I wear it all the time, and the fact that they keep making the same skirt in new prints means that it exists as several versions in my own wardrobe. :)
I absolutely adore your hair in those photos :) Love your mixing and matching of different bold colors and prints. I seriously need to learn from you how to stack and layer accessories!
Yolennie
http://www.lavenderfedora.blgogspot.com
Jessie~You look FANTASTIC! Love how you styled it. You make mixing prints look so easy!
XO
Becky
http://www.thefluffreport.com
Thanks, Darling Becky! XO
the last one is my FAVE!! and you look so freaking stunningly gorgeous in these photos.
[…] Style and Pepper How to style a stretchy pencil skirt. I love the mixed patterns here. Just trying to work up the […]