The actress was not afraid of playing with gender in the way she dressed. In the 1935 film Sylvia Scarlett, she played a woman who dresses like a man to help her debt-ridden father. But she also took the suave look into her daily life, as seen in this photo taken in London, circa 1952. In the 1930s, when women could be arrested for wearing pants in public, Hepburn’s bold affection trousers did not go unnoticed.