Viola Davis in Brooks Brothers and Gap

8 of 10
Leisure Class
Celebrities used to be perfectly turned out even on weekends (no paparazzi shots of grungy clothes in those days): flawless hair, full makeup, and fresh-looking separates like this no-iron shirt (Brooks Brothers, $90), striped cardigan (Gap, $45), and sleek capris (Liz Claiborne New York, $65). Mules (Sergio Rossi) and a pink "diamond" bracelet (R.J. Graziano) add a glamorous touch. Davis admits that she prefers jeans, loose shirts, and Uggs ("Normally I'm a slug!"), a uniform that's partly about comfort but also involves camouflage—growing up, she says, she lacked the support of attractive role models: "I never saw any images of beauty that resembled me."