I’ve been glued to Pinterest, digging up the cutest long pencil skirt outfits that’ll make you feel extra confident!
These looks are perfect for everything from work to weekend vibes.
20+ Long Pencil Skirt Outfits You’ll Love
Black Top with Maxi White Denim Outfit
You need this black top with a white denim pencil skirt for a chic gallery opening! It’s so crisp and cool, I’m obsessed. Pair with a bold red lip and strappy sandals to steal the spotlight.
Leopard-Print Maxi Skirt with Black Top Outfit
Okay, this leopard-print skirt with a black top is giving fierce vibes for a girls’ night out! I’m loving the wild edge. Add gold hoops and a messy bun.
Camel Midi Skirt with White Button-Down Shirt
Picture yourself in this camel skirt and white button-down at a cozy coffee date! It’s so polished yet comfy. Tuck in the shirt and add a thin belt for a classic touch.
Green Plaid Blouse Top with Black Skirt
This green plaid blouse with a black pencil skirt is my go-to for a work presentation! The pattern pops, and I’m here for it. Style with a sleek ponytail and pearl studs.
Classy Black and White Pencil Skirt Look
Can you believe how chic this black and white pencil skirt combo is? Perfect for a fancy brunch, it’s giving timeless vibes. Add a bold clutch and cat-eye sunglasses.
Silver Maxi Skirt with Black Top Outfit
I’m swooning over this silver skirt and black top for a rooftop cocktail party! The shimmer is everything.
Maxi Brown Skirt with Black Button-Down Shirt
You’d totally rock this brown maxi skirt with a black button-down at a book club meet-up! It’s so sophisticated, I’m jealous. Add a leather watch and kitten heels.
Light Blush Pink Blouse with Dark Grey Maxi Skirt
This blush pink blouse with a grey skirt is dreamy for a client lunch! The soft pink feels so warm, and I’m living for it. Style with a delicate bracelet and loose waves for charm.
Champagne Maxi Skirt with White T-Shirt
This champagne skirt with a white tee is perfect for a casual office day! It’s relaxed but still classy, and I’m obsessed. Toss on a denim jacket and white heels.
Baby Blue Longsleeve with Midi Pencil Skirt
Picture this baby blue top with a black midi skirt at a springtime networking event!Add a floral scarf and ballet flats to keep it sweet.
Cream Cardigan Jacket with Black Maxi Pencil Skirt
I’m all about this cream cardigan with a black pencil skirt for a cozy work dinner! The combo feels so inviting, I’m in love. Pair with a statement brooch and low heels for elegance.
White Cardigan Top with Plaid Maxi Skirt
This plaid skirt with a white cardigan is screaming fall vibes for a pumpkin patch date! I’m obsessed with the pattern. Style with a messy braid and brown booties.
Navy Maxi Pencil Skirt with White Button-Down Shirt
You have to try this navy skirt with a white button-down for a boardroom moment! It’s so sharp, I’m jealous already. Add a gold chain necklace and pumps.
White Cardigan with Black Midi Skirt Outfit
Okay, this black midi skirt with a white cardigan is perfect for a cozy bookshop visit! It’s soft and chic, and I’m here for it. Pair with a vintage tote and loafers.
Black Maxi Pencil Skirt with Green Longsleeve
This green longsleeve with a black pencil skirt is giving bold vibes for a work happy hour!Add a chunky necklace and high ponytail.
All Black Everything Pencil Skirt Outfit
This all-black pencil skirt look is pure fire for a late-night art show! It’s sleek and makes you feel unstoppable. Toss on silver earrings and a bold lip.
Grey Midi Pencil Skirt Outfit with White Button-Down
Can you imagine rocking this grey skirt with a white button-down at a client meeting? It’s so crisp and pro, I’m obsessed. Add a thin belt and pointed-toe flats.
White Pencil Skirt with Cream Knit T-Shirt Outfit
This white skirt with a cream knit tee is dreamy for a sunny office day! It’s light and lovely, and I’m all in. Pair with a woven clutch and nude sandals.
Camel Pencil Skirt Outfit with White T-Shirt
You’d look so cute in this camel skirt and white tee for a farmers’ market stroll! It’s relaxed but still put-together, I can’t get enough. Add a straw hat and kitten heels.