The midi skirt has an irresistible appeal; long enough to cover all your lady parts, but not so long that you’ll step on it or get tangled in it. If you’re looking for a chic skirt option for the office, the midi is it.

But the midi skirt can be difficult to wear — style it wrong and you’ll look like you’re on your way to the convent. Here are three simple ways to make a midi look hip.

Show some skin. Pair your midi with a V neck blouse or sweater — nothing too low-cut, just something that opens up the top half of your outfit. Or opt for a boatneck tee or sweater with bracelet-length sleeves. Skip the turtleneck and buttoned-up button down — that’s the fast track to frumpville.

Show off your legs. The nice thing about a midi skirt is that it covers your legs; the difficult thing about the midi skirt is that it can cut them off and make them look short. Pair your midi with a little heel, to lengthen your legs. Pass on the flats — they’ll make you look short and stumpy.

Keep it casual. The midi skirt has a retro look that is sweet and chic. But too much dressing up and your cool retro look suddenly turns into a costume. Pair your midi with a slouchy tee or sweater, to balance the overtly ladylike line of the skirt. Choose something a little boyish to keep your look hip and young.

Are you rocking a midi this winter? What’s your strategy for making this retro look current and cool?

Photos via Madewell, Shabby Apple, J. Crew

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