Jacqueline Kennedy en route to lunch with President and Mrs. Charles de Gaulle, Paris, May 31, 1961
A pillbox hat is a small woman’s hat with a flat crown and straight, upright sides, and no brim. Historically, the pillbox hat was military headgear, often including a chin strap, and it can still be seen on ceremonial occasions in some countries, especially from those which are of the Commonwealth of Nations. For example, the Royal Military College of Canada dress uniform includes a pillbox hat.
During the late Roman Empire, the pillbox, then known as the pileus or “Pannonian cap” was worn by Roman soldiers. The pileus was especially associated with the manumission of slaves. who wore it upon their liberation. It became emblematic of liberty and freedom from bondage.
Reese Whiterspoon as Elle Woods on Legally Blonde 2: Red, White & Blonde (Charles Herman-Wurmfeld, 2003), sequel to the film, Legally Blonde (Robert Luketic, 2001). Costume design by Sophie de Rakoff