Lady GaGa poses under the pseudonym "Jo Calderone" in Vogue Hommes, pulling off male drag pretty well. She has a cute Adrien Brody look, no? (Cue haters screaming that she is a man...so many gays are so hung up on gender, just like straights are.)
When Madonna did drag (as James Dean for Bruce Weber in Life 24 years ago), the images were far, far superior, but she wasn't able to completely let go and look male. That served her better anyway, to be both.
Androgyny is a quality all the greatest stars possess, whether literally or by sheer force of their personalities obscuring traditional male/female roles. So...check!