As a male who crossdresses (think Eddie Izzard "male tomboy"), I am seriously curious.

Also, consider not just m->f, but f->m. There are men who are "abandoning" their masculinity and there are women "abandoning" their femininity in pursuit of masculinity.

And what about shemales (see "chicks with dicks"), folks "born with both," and people born with ambiguous genitalia?

How should "alpha fridays" be celebrated by these people?

When Bugs Bunny crossdresses, is he not demonstrating "amused mastery"?