The pencil skirt is a timeless wardrobe staple that every woman should have in her closet.
This classic silhouette flatters all body types and can be dressed up or down effortlessly.
A good pencil skirt will hug your curves in all the right places and makes your legs look miles long.
Pencil skirts are extremely versatile – you can wear them to the office, on a date, or even for a night out with the girls.
They go great with everything from button-down shirts and blazers for a professional vibe to cute tops and heels for a girls’ night out.
The Classic White Button-Down
Nothing beats a crisp white button-down shirt when it comes to workwear.
Tuck one into a high-waisted pencil skirt for an effortlessly polished office ensemble.
Choose a shirt made of a lightweight fabric like cotton or chiffon for extra comfort.
Pair it with a close-fitting skirt in a dark hue like black, navy or grey that hits just above or below the knee.
Finish off with pointy-toed kitten heels or pumps for a professional vibe.
You can also add a belt to define your waist.
For a work-appropriate look, steer clear of sheer shirts or plunging necklines.
A classic collared shirt with buttons up the front is your best bet.
Make sure to iron it well for a crisp look.
Delicate jewelry like dainty studs and a thin necklace or chain also complement this outfit.
This is a fail-safe combination that works for formal office environments like law firms or banks.
It’s also easy to dress up or down by switching out your footwear.
Trade heels for ballet flats for a more casual daytime look.
Sweater Weather
When temperatures start dropping, your pencil skirt transitions seamlessly into fall.
Pair it with a ribbed sweater or knit top for an effortlessly chic cold weather outfit.
Choose a skirt and top in matching or coordinating neutral hues.
Grey, black, navy and camel are perfect options.
Look for a snug fitting sweater in a lightweight knit fabric.
Turtlenecks and mock necks are very on trend.
Tuck your top into your skirt to highlight your waist.
You can even layer a tailored jacket on top.
Finish with opaque black tights and ankle booties with a chunky heel.
This outfit works beautifully for both the office and weekend brunch dates.
Make it casual by swapping the heels for sneakers.
A crossbody bag adds practicality while still looking stylish.
Amp up the luxe factor with a plaid wool skirt paired with a cashmere sweater.
Cool accessories like a felt hat and printed scarf complete the seasonal vibe.
Lace Cami
A delicate lace cami instantly transforms a basic pencil skirt into a sexy cocktail party ensemble.
Go for a sleeveless camisole style top in luxurious lace fabric, either in classic black or a pretty pastel hue like blush pink or mint green.
Tuck it neatly into your fitted skirt, which should hit just above the knee for nighttime.
Elevate the look with strappy heels and sparkling jewelry.
Opt for a skirt in a bold color or fun print like floral, animal print or polka dots.
A satin skirt has an instantly glamorous vibe while lace matches perfectly with the camisole.
Going sans bra and adding a choker necklace creates a retro ’90s inspired look.
For a downtown cool vibe, style your lace cami with a leather moto jacket and block heel booties instead.
Finish with a sleek top knot.
This flirty outfit works perfectly for cocktail parties, date night or a night of dancing with your gal pals!
Cropped Sweater
A cropped sweater is an effortlessly chic way to style your pencil skirt for a casual daytime look.
Choose an off-the-shoulder style or a slightly cropped fitted pullover sweater in a neutral color.
Cream, grey and blush pink all look gorgeous when paired with a dark pencil skirt.
Show off a hint of midriff by tucking your cropped top into a high-waisted skirt sitting just above the belly button.
Add feminine ballet flats and dainty jewelry for a ladylike finish.
You can also wear it with white sneakers for weekend brunch or running errands.
Throw on a denim jacket and you have a cute transitional outfit as the weather cools down.
If your top is extra cropped, opt for a longer skirt hitting below the knee to avoid showing too much skin.
This flirty ensemble works well with pencil skirts in fun prints and textures like leather or suede.
Going Monochrome
Nothing looks more polished than a monochromatic outfit in complementary shades of the same hue.
Matching a pencil skirt with a top in the same color creates a streamlined look.
Opt for an elegant combo like navy with navy or black with black.
Gray paired with charcoal grey is also striking.
Choose a fitted knit top with subtle texture like a ribbed finish.
Tuck it into your matched pencil skirt for a seamless look.
Heels in the same color add even more visual impact.
Understated jewelry and a sleek low bun keep the look minimalist.
You can also play with shades like pairing a light pink skirt with a dusty rose top.
Just stick to tones of the same color family.
Monochromic dressing works for both workwear and nights out.
The vibe is also very on trend.
Swap your heels for white sneakers to make it casual.
This stylish outfit makes getting dressed effortless!
Graphic Tees
Who says you can’t wear graphic tees as a grown-up?
Have fun pairing your pencil skirt with cheeky, printed tees and lifestyle sneakers for a playful weekend look.
Choose tees with cool graphics or funny quirky sayings that show off your personality.
Tuck your tee into a casual denim, faux leather or knit pencil skirt.
Complete the outfit with pearl studs, a crossbody bag and stylish sneakers like Converse or Keds.
You can also throw on a kimono jacket or long cardigan for an laidback boho vibe.
This outfit works well for brunch dates, shopping afternoons or even casual Fridays at work.
The pencil skirt instantly elevates basic tees into a fun, off-duty look.
Girly Ruffles
Incorporate gorgeous feminine details like ruffles into your pencil skirt looks.
Pair a floaty ruffled blouse with your fitted skirt for an instantly pretty ensemble.
Choose a sleeveless chiffon top with ruffles down the front or around the neckline.
The romantic vibe pairs perfectly with a structured skirt.
For colors, go for soft hues like cream, sky blue and mauve.
Nude heels elongate your legs.
Finish with dainty jewelry and a nude lip for that Parisian je ne sais quoi.
For colder days, slip a textured cardigan or cropped jacket on top.
This dainty ruffled look is perfect for engagement shoots, bridal showers, or date nights.
You can also opt for a sleek skirt with ruffle details along the hem or slit.
Make sure to keep the top simple and fitted.
Ruffles draw the eye down and create shape when paired with a pencil silhouette.
Have fun and add a touch of frill to your look!
Boho Chic
Channel carefree boho vibes by pairing your pencil skirt with an airy peasant top or embroidered kimono.
Look for tops with gorgeous artisanal details like macrame, fringe or crochet.
Earthy prints like paisley, floral and geometric also capture the boho aesthetic.
Choose flowy, lightweight fabrics like cotton, modal or rayon for drape and texture.
Pair with leather gladiator sandals and artisanal silver jewelry for laidback luxury.
Keep makeup fresh and glowy and sweep hair up into a messy top knot.
This relaxed outfit works well for festivals, destination beach weddings or a mini-break.
Take your boho skirt look into fall by finishing with knee high boots and a fringed suede jacket.
You can also do boho accessories with any pencil skirt outfit.
Layer stacks of beaded bracelets, a woven belt, and a floppy sunhat for instant flower child vibes!
Off the Shoulder
Off the shoulder tops make any ordinary outfit instantly alluring.
The flirty flash of skin pairs perfectly with a high waisted pencil skirt.
Choose a cropped off shoulder top to highlight your waistline.
Look for ruched and draped necklines for extra dimension.
Solid colors like red, black or white suit the silhouette.
You can also opt for pretty prints like florals and polka dots.
Pair your off shoulder top and fitted pencil skirt with strappy heels and a bold lip.
This sultry date night look is both romantic and sexy.
For casual wear, go for an off shoulder sweater in cozy knit or soft jersey.
Tuck it into any high rise pencil skirt and add white sneakers for weekend-ready style.
Finish with a top knot and crossbody bag.
Off shoulder tops work beautifully with pencil skirts for any occasion, from evenings out to running errands!
Metallic Moments
Make ordinary outfits extraordinary by adding a hit of metallics.
A shiny pencil skirt acts as the perfect neutral when paired with simple tops.
Choose a style in shimmery silver, gold, bronze or pewter.
Metallic skirts pair elegantly with silk camis, crisp white blouses and fitted bodysuits.
Stay away from glittery fabrics, which look less sophisticated.
Opt for smooth woven metallics with subtle sheen.
Complete your glamorous look with strappy heels and understated jewelry.
Save sparkly accessories for another time so the metallic skirt can really shine.
For a rock n roll edge, pair your metallic skirt with a graphic tee, biker jacket and boots.
You can also glam up the look with a slinky spaghetti strap top and strappy stilettos.
Shimmer and shine in a metallic pencil skirt for your next night out on the town!
Feminine Florals
A feminine floral pencil skirt is perfect for the girlie girl.
Choose a style with a vivid bloom print in colors like pink, lavender, sky blue or mint for a springtime vibe.
Pair your floral skirt with simple tops in solid pastels or white.
Look for flirty shoulder-baring tops like off the shoulder, cold shoulder or lace-trimmed styles.
Nude heels keep the look dainty.
Finish with a floral hair clip and pendant necklace with your birthstone or pearl.
This romantic look is ideal for outdoor weddings, bridal showers, baby showers or Easter celebrations.
Take your floral pencil skirt into fall by pairing it with a fitted turtleneck sweater and boots.
You can also add tough edge with a graphic tee, cropped moto jacket and beanie.
A floral skirt suits any personal style.
Let the print infuse your look with graceful femininity.
Bold Stripes
Make a graphic statement by rocking bold wide stripes.
A striped monochromic pencil skirt makes the perfect neutral foundation for casual looks.
Pair it with cropped graphic tees, raglan sleeve sweaters or slouchy off the shoulder tops.
Keep accessories minimal to let the stripes be the star.
Choose thick bands in contrasting colors like black and white or navy and red.
Horizontal stripes draw the eye to your hips and elongate your legs.
Pair with casual sneakers like Keds or Vans.
You can also dress up the look with a fitted turtleneck bodysuit and heeled booties.
Have fun with different stripe proportions and placements.
Asymmetrical stripes, uneven bands and paneled color-blocking add visual interest.
Punch up your weekend wear with a vibrant striped pencil skirt and simple tee for fuss-free style.
The versatile pencil skirt is a must-have for every fashionista’s closet.
With endless styling possibilities, it seamlessly transitions from office hours to after hours and everywhere in between.
Both classics like button-downs and current trends like bold stripes and ruffles suit the silhouette.
This season, try out a fun embellished design or vibrant print to switch up your style.
With the right combinations, this modest skirt easily goes from day to night.
So match those gorgeous tops in your closet with a fitted pencil skirt.
Which outfit combination are you most excited to try?
