Marlene Dietrich
I am aware Marlene Dietrich was female. She however, is one of the original gansters of cross-dressing celebrities. Her desire to be on stage was such that dressing as a man was the only option.
Grace Jones
Again, yes, Grace Jones identifies as female. However, when talking about fashion which forgoes the mortal boundaries of gender, she cannot be forgotten. From her sharply shaved hair cut to the shoulder pads that could take an eye out, Grace Jones is the epitome of genderless, androgynous design.
Brian Ferry
Brian Ferry might not have danced around in flowy dresses and made us all jealous. He did however, have a certain eye for make-up and indulged himself in wonderful displays of artistry upon his own face. Very much taking the feminine for himself, and those who follow.