Iconic Dress: Annie Hall
Technically not a dress but still very worthy of the icon title, are Diane Keaton's wardrobe choices in the 1977 Woody Allen movie, Annie Hall. The masculine, androgynous look captured by Keaton, featuring oversized blazers, waistcoast and men's ties, went on to influence women's fashion in the late 70s. It was suddenly very avant-garde to be wearing pants.