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1. THE BOOT-CUT JEAN

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

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

Jean Seberg, 1965
3. THE ARMY JACKET

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

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

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

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

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

Jacqueline Bisset, 1970
8. THE TRENCH

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

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

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