(11 of 11) Reese WitherspoonSince first debuting in 1991’s The Man in the Moon, Reese Witherspoon has endeared many with her sweetness and Southern charm. This belle’s keen choice in scripts is mirrored by her sophisticated sense of style. Long favoring ladylike gowns and refined separates, Witherspoon never misses the fashion mark. September 2007 Clearly Witherspoon is a believer in the old adage that less is more. The actress made a big impression in a sexy little black dress at the recent Toronto International Film Festival.