Sporty Spice
Christian Vierig//Getty ImagesOffset the femininity of a flowy midi skirt with a halter top.
Peter Do Halterneck Tank Top

Peter Do Halterneck Tank Top
Credit: CourtesyMajor Blazer
Edward Berthelot//Getty ImagesSecure an oversized blazer, layered over a patterned skirt, with a belt.
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The Frankie Shop Taupe Gelso Blazer

The Frankie Shop Taupe Gelso Blazer
Credit: CourtesyCollar Up
Edward Berthelot//Getty ImagesDouble up on collars for a long skirt outfit that's office appropriate.
Sandro Oversized Shirt

Sandro Oversized Shirt
Now 40% Off
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Cool and Casual
Jeremy Moeller//Getty ImagesA silk skirt is the perfect substitute for pants—especially when you pair it with your favorite sweater and comfy sneakers.
Balenciaga Phantom Low-Top Sneakers

Balenciaga Phantom Low-Top Sneakers
Credit: CourtesyMix Prints
Christian Vierig//Getty ImagesTake a note from Gabriella Karefa-Johnson and pair a striped skirt with a striped cardigan.
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Ganni Multicolor Alpaca & Wool Stripe Soft Cardigan

Ganni Multicolor Alpaca & Wool Stripe Soft Cardigan
Credit: CourtesyDressed Down
Claudio Lavenia//Getty ImagesA tee magically becomes meeting appropriate when paired with a colorful midi skirt and heels.
Totême Relaxed-Cut T-Shirt

Totême Relaxed-Cut T-Shirt
Now 23% Off
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Color Story
Edward Berthelot//Getty ImagesPair a colorful pink skirt with equally prim flats for a wear-anywhere outfit.
Aquazurra Maia Fabric Ballerina Flats

Aquazurra Maia Fabric Ballerina Flats
Now 36% Off
Credit: CourtesyThe Slit Skirt
Streetstyleshooters//Getty ImagesIf a long skirt feels too stifling, try pairing one that features a high slit with a trench coat.
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WARDROBE.NYC Cotton Gabardine Double-Breasted Trench Coat

WARDROBE.NYC Cotton Gabardine Double-Breasted Trench Coat
Credit: CourtesyColor-Block It
Christian Vierig//Getty ImagesThe easiest way to make a skirt that hits at the knee feel age appropriate? Pair it with a tee in a shade on the opposite side of the color wheel.
Pangaia PPRMINT™ Organic Cotton T-shirt

Pangaia PPRMINT™ Organic Cotton T-shirt
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Get Creative
Edward Berthelot//Getty ImagesLooking to make a long skirt outfit more interesting? Tuck your shirt into the belt for some added visual appeal.
The Frankie Shop Everyday Cotton Long-Sleeve Shirt

The Frankie Shop Everyday Cotton Long-Sleeve Shirt
Lauren Caruso is a freelance writer, consultant, and digital media strategist that splits her time between NYC and Los Angeles. She has more than ten years of experience within the publishing industry with a focus on fashion, beauty, and lifestyle, with tenures at Refinery29, Allure, and The Zoe Report.
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