10 Classic Pieces

You could technically live without them, but really, what would be the point?

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1. THE BOOT-CUT JEAN


We like to think of these always-flattering jeans as our secret discovery.
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2. THE STRIPED TEE


It's true: We're obsessed with anything the French girls wear.

Jean Seberg, 1965

Photo credit: Hulton Archive/Getty Images

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3. THE ARMY JACKET


Once, it was a trend; decades later, it's a staple that makes any outfit cooler.
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4. THE SLOUCHY CARDIGAN


Easy as anything and great over dresses.
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5. THE MOTORCYCLE BOOT


Frye: the boots that make you a badass.
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6. THE PEACOAT


A crisp, nautical shape that's warm without being bulky.
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7. THE SLIPDRESS


Endlessly versatile, it takes on the personality of whatever accessories you add.

Jacqueline Bisset, 1970

Photo credit: Everett Collection

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8. THE TRENCH


Put it on and you instantly become the sophisticated, well-dressed girl.
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9. THE BALLET FLAT


The gold standard of flats, in the color that transcends trends.
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10. THE PLAID BUTTON-DOWN


Boyishly preppy, yes, but not too boyish and not too preppy.