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The 5 Best Tops to Wear with Skirts

The humble midi skirt is one of the most frequently worn items in our closet. It’s sophisticated and comfortable and, well, just so pretty. But what the hell do I wear it with? you ask. Here, five tops to wear with skirts.

The Most Awesome Trick to Keep Your Skirt From Twisting Around Your Waist


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1. A White Button-down

One of our wardrobe’s most versatile components, a crisp white button-down, looks just as chic with boyfriend jeans as it does with a pleated midi. To keep it from looking too business-y, cuff the sleeves—the right way.

Get the look: J.Crew top ($70); Maje skirt ($162)


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2. A Gray T-shirt

Uh, can we wear this every day? Half tomboy, half girlie girl: A simple gray tee tucked into a pretty midi is a combination that will never let you down. Why gray and not white? Well, technically any color works—gray is just the least expected.

Get the look: Everlane top ($35); Kate Spade skirt ($298)

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3. A Boxy Crop Top

This silhouette helps show off only the slightest hint of skin. Whereas a tight-fitting crop might look a little much, a boxier version is more relaxed and age-appropriate.

Get the look: Madewell top ($35); Urban Touch skirt ($93)

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4. A Ruffled Blouse

Say hello to your new favorite office look. The skirt doesn’t have to be patterned and the top doesn’t have to be neon, but the general idea of tucking a ladylike blouse into a silky midi (and adding classic pumps for good measure) is a formula you can rely on all the time.

Get the look: Glamorous top ($86); ASOS skirt ($60)


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5. A Slouchy Sweater

Ideal for a cooler day, we love this outfit’s proportions. Just be sure to tuck the front of your sweater into your skirt to avoid being swallowed by all the fabric.

Get the look: Zadig & Voltaire top ($178); Marks and Spencer skirt ($78)

RELATED: Your Official Summer Wardrobe Checklist


sarah stiefvater

Wellness Director

  • Oversees wellness content
  • PureWow's resident book reviewer
  • Has worked in lifestyle media for 11 years