The Need: Sleek enough for the office, and able to withstand a game of touch football. No pleats, no cargo pockets, no cuffs.
The Get: The Woolrich Woolen Mills Ranger Pant ($265, revolveclothing.com) is made of mid-weight, organic cotton in a flattering cut (slim and slightly tapered). The high rise and flat front minimize paunch, and industrial-inspired details like slit pockets create a look that's equal parts rugged and refined.
Estee Stanley, who has dressed Demi Moore and Penélope Cruz, on how to style your favorite pairs
Wearing chinos with flats can look stodgy; stilettos make them infinitely more glamorous.
There's no outfit more polished than tailored khakis worn with heels, a dressshirt, and a silk scarf. They also look great with a cropped jacket and fitted tank.
TAKE CELEBRITY CUES
Khakis are worn well by Jennifer Aniston (baggy, cuffed, with a fitted T); Rihanna (high-waisted with a shrunken jacket and five-inch heels); and Ashley Olsen (slim khakis, a loose top and classic pumps).