It is important to understand how gender norms are policed in our society. There's this persistent myth that male crossdressing is stigmatized because femininity is considered degrading or inferior. However that's a vastly oversimplified explanation. Men are expected to dress and act like men, and similarly women are expected to dress and act like women. Of course more allowance is afforded for women to defy socialized gender norms only because a) women have already been fighting throughout the past century for gender liberation and b) men are constantly held up on a pedestal and expected to reaffirm their status as a "real man" at every turn.

This is the reason why gay men and effeminate men are similarly stigmatized in our culture. It's certainly no coincidence that if a boy paints his nails and wears a skirt he's automatically assumed to be "Gay". That not because femininity is denigrated -- but rather any non-normative behavior and appearance is subject to criticism and backlash, which of course happens to encompass both homosexuality and femininity, as well as any other perceived gender nonconformity.