Pencil skirts have been a fashion staple for decades, and it’s easy to see why. These sleek, figure-hugging skirts are incredibly versatile, making them perfect for everything from the office to a night out on the town.
But if you’re worried that pencil skirts are too stuffy or boring, think again. With the right styling, a pencil skirt can be the ultimate statement piece in your wardrobe.
To prove our point, we’ve rounded up 21 pencil skirt outfits that are anything but basic. So, whether you’re a die-hard pencil skirt fan or a skeptic in need of some convincing, keep reading for some major style inspo.
Don’t forget to save your favorite looks to your Pinterest board by clicking that “pin it” button!
1. The Ultimate Girls’ Night Out Look
For a look that screams “I’m ready to party,” pair a fitted black sleeveless top with lace detailing with a shiny black patent leather mini pencil skirt. A
dd some edge with black ankle boots featuring pointed toes, and accessorize with black cat-eye sunglasses and a structured black handbag.
This outfit is perfect for a night out with your besties, whether you’re hitting up a trendy bar or dancing the night away at a club.
2. Disco Ball Chic
Channel your inner disco queen with a silver sequined miniskirt paired with an olive green cold-shoulder top with ruffled sleeves. Add some drama with sheer black tights and black ankle boots with a slight heel.
This outfit is perfect for a girls’ night out or a bachelorette party where you want to stand out from the crowd.
3. Pretty in Pink
Embrace your feminine side with a bright fuchsia pink pencil skirt paired with a fitted white tank top featuring a sweetheart neckline.
Layer a lightweight floral bomber jacket on top for some added interest, and finish off the look with fuchsia pointed-toe pumps.
This outfit is perfect for a spring or summer day event, like a bridal shower or a fancy brunch with your girls.
4. Retro Romance
Take a trip back in time with a knee-length pencil skirt featuring a playful cherry print. Pair it with a long-sleeved black top for some contrast, and add some vintage flair with classic black T-strap heels.
This outfit is perfect for a retro-themed party or a quirky date night with your SO.
5. Boss Babe Vibes
Show ’em who’s boss with a high-waisted black pencil skirt paired with an aqua scoop neck tank top. Layer a cropped black blazer with 3/4 length sleeves on top for some added polish, and slip on some teal suede pointed-toe heels for a pop of color.
This outfit is perfect for a day at the office when you want to look professional but still show off your personal style.
6. Edgy and Effortless
Create an effortlessly cool look by pairing a black leather skirt with a fitted white crop top and a denim jacket. Complete the outfit with black knee-high boots for some added edge.
This ensemble is perfect for a concert or a casual date night where you want to look put-together but not too try-hard.
7. Subtle Sparkle
For a more understated take on sequins, pair a sequined midi skirt in muted silver with a cozy cream-colored oversized sweater. Slip on some beige suede knee-high boots to keep your legs warm and toasty.
This outfit is perfect for a holiday party or a winter date night where you want to add some sparkle without going overboard.
8. Winter Whites
Create a chic monochromatic look by pairing a long-sleeved, oversized white sweater with a white pencil skirt. Slip on some nude pointed-toe heels to elongate your legs, and accessorize with a camel shawl and a structured handbag in a matching camel hue.
This outfit is perfect for a winter wedding or a fancy holiday event where you want to look elegant and sophisticated.
9. Boho Babe
Embrace your inner free spirit with a tie-dye t-shirt in shades of blue and pink paired with a sequined silver skirt featuring a playful scalloped hem.
Accessorize with a small pink handbag and matching pink strappy sandals for a cohesive look. This outfit is perfect for a music festival or a laid-back summer party where you want to look cute and carefree.
10. Blushing Beauty
For a romantic, feminine look, pair a white tube top with a lace pencil skirt in soft pink. Slip on some clear heeled sandals to let the skirt be the star of the show.
This outfit is perfect for a spring or summer wedding, a bridal shower, or a date night where you want to look sweet and flirty.
11. Cozy Chic
Create a cozy yet chic look by pairing a long-sleeved cream-colored sweater with a slim black pencil skirt. Slip on some black pointed-toe flats for comfort, and grab a black handbag to complete the outfit.
This ensemble is perfect for a casual day at the office or a lunch date with your girlfriends.
12. Off-Duty Cool
For a laid-back yet stylish look, pair an oversized, cozy gray sweater with a fitted black pencil skirt. Slip on some gray ankle boots to keep things casual. This outfit is perfect for running errands on the weekend or grabbing coffee with a friend.
13. Ruched and Ready
Create a sophisticated look with a taupe-colored blouse featuring ruching details paired with a fitted, high-waisted black pencil skirt. Accessorize with round sunglasses for a touch of retro glam. This outfit is perfect for a fancy lunch or a day at the races where you want to look polished and put-together.
14. Fifty Shades of Gray
Embrace the power of monochrome by pairing a gray sweater with a grey pencil skirt. Slip on some black patent leather loafers and grab a small black handbag to complete the look.
This outfit is perfect for a day at the office or a business meeting where you want to look professional and stylish.
15. Back in Black
Create a sleek, all-black look by pairing a fitted black sweater with long sleeves with a black midi-length pencil skirt. Slip on some black pointed-toe pumps to elongate your legs.
This outfit is perfect for a fancy dinner or a night at the theater where you want to look chic and sophisticated.
16. Pattern Play
Mix things up with a fitted knee-length blue pencil skirt paired with a black and white patterned long-sleeve sheer top. Add some edge with sheer black tights and black ankle boots.
This outfit is perfect for a girls’ night out or a creative business meeting where you want to show off your unique sense of style.
17. Teal Tease
Make a bold statement with a teal blue pencil skirt paired with a black and white checkered blouse. Slip on some black pointed-toe pumps, and accessorize with a black beret and a black handbag.
This outfit is perfect for a fancy brunch or a day at the races where you want to stand out from the crowd.
18. Denim Darling
Create a casual yet chic look by pairing a denim pencil skirt with a loose-fitting off-white cardigan. Slip on some pointed white ankle boots and grab a small white handbag to complete the outfit.
This ensemble is perfect for running errands or grabbing lunch with friends on the weekend.
19. Lady in Red
Make a statement with a bright red fitted pencil skirt paired with a black button-down shirt. Add some drama with black sheer tights and black heels.
This outfit is perfect for a fancy date night or a girls’ night out where you want to feel confident and sexy.
20. Wild Thing
Add some pizzazz to your pencil skirt look with a white denim pencil skirt paired with a loose-fitting leopard print blouse. Keep things casual with black and white high-top sneakers.
This outfit is perfect for running errands or grabbing coffee with friends on the weekend.
21. Stripes and Sandals
Create a fun, summer-ready look with a black knee-length pencil skirt paired with a short-sleeved blouse featuring black and white vertical stripes. Add a pop of color with green and white sandals.
This outfit is perfect for a casual day at the office or a lunch date with your besties.
There you have it, fashionistas! 21 chic and stylish pencil skirt outfits for every occasion. Whether you’re headed to the office, a fancy dinner date, or a casual brunch with friends, these outfits are sure to have you looking and feeling your best.
Don’t forget to save your favorite looks to your Pinterest board for future outfit inspiration. And while you’re at it, be sure to follow me on Pinterest for even more fashion tips and tricks.
I’d love to hear which outfit is your favorite in the comments below. Until next time, stay stylish!
