Then I am reminded of a recent conversation with a colleague who knows a bit about the subject -- she's taught a course on the history of drag -- where she mused about the relative "success" of male-to-female gender performance, compared to women attempting to pass as men. Here's the question: Do men find otherwise plain or unattractive women look more attractive -- as women -- when they wear masculine clothing? Is feminized men's clothing more threatening than mannish styles for women in our culture because it is a challenge to the existing power structure, or because the artifice involved in performing femininity -- make-up, body shaping and elaborate hair modification -- is exposed as the trickery it really is when a man does it? What are the limits of beauty culture, and how do girls and women negotiate their own sense of self worth within those limits? Do we experience a Tootsie moment when we know we look our best and know deep in our souls that it isn't "enough"? What does it feel like?
Personally, it feels like my own personal cloak of invisibility. I can look quite presentable when I try, and I do still enjoy the effort. But I can also choose, when I feel like it, to pull on something comfortable, skip the makeup and enjoy the sensation. Oddly enough, androgynous clothing helps me do that.
P.S. Getting dragulated by RuPaul is still on my bucket list