Most of what I would have said about this topic has already been said and usually expressed better than I would have.
I'm sorry I've lost track of who started this thread, but I'm grateful for it and that once we got beyond taking quoting Trump as a personal affront, we got some serious discussion of serious issues.
As I see it, the overriding issue here is that to the extent that men who wear skirts are looked upon or treated with disdain, it's the result of the position of women in our so-called advanced society. When we wear a piece of womenswear in the eyes of the disdainful we are lowering ourselves to the same position as a woman. Or worse yet, implying that women are our equals. If we accept that, why shouldn't we put on clothing made for them along with the social baggage that Stu correctly implied comes along with it?
What he missed is that in fact throughout the Westernized world, women hold an inferior place in society. They do not hold their fair share of leadership positions in business, government and religion. This can't just be coincidence or explained away.
One of our posters from the Land Down Under asked if his country is being driven backwards by its government or if its drop on the Gender Equality Index is driven by other countries progressing more rapidly. Fortunately, it's the latter.
So, to be clear, I feel that both the specific and general aims of International Women's Day are to our advantage. I know that the freedom I feel from dressing and presenting myself as I have wanted to my whole life goes far beyond the clothes themselves. I'm a very different person than I was before I made that change and I'm firmly convinced I've changed for the better. Which to me is just another example of how true it is that, "No one is free until everyone is free."
The more equal women are to men the easier it will be for men to dress like women. Similarly, the more often and more fully we dress like women, the more we free everyone, men and women, will be from the Gender Binary.
For those of you who are unfamiliar with what is meant by the Gender Binary it comes down to the following. There are only Men and Women. (Not true, there are also people who are Intersexed, what we used to call Hermaphrodites. And not even that term nails things down because there are a significant number of people who to all appearances, including while stark naked, are males or females but who don't have the typical XY or XX chromosomes.). Men are only sexually attracted to Women and vice versa. (We all know better than that!). Because of these distinct differences, Men have certain psychological, character and personality characteristics we call Masculine and Women have the polar opposite set of characteristics we call Feminine (Wrong again! They're distributed between Males and Females along a normal bimodal distribution and there are very definite differences in those definitions from one culture to another around this world. Furthermore, a large number of cultures recognize a 3rd and sometimes 4th gender that is a blend of Masculine and Feminine.). And therefore, certain jobs and roles are the sole province of Men and the opposite jobs and roles are the proper place of Women (Try selling that one in this day and age! Or even make a reasonable case for it.). Ditto with societal roles, clothes, etc. (Stu, to the extent that you think that you should be able to wear a skirt when and where you want to, YOU reject the Gender Binary.).
My rejecting the Gender Binary doesn't mean that I don't believe there are differences between Men and Women. Of course there are. Every time I get dressed I'm reminded of some of them. Nor does it mean that most women are more feminine than most men and vice versa. But it does mean that individual women and men aren't restricted to any given set of jobs, societal roles, choice of lovers or manner of dress. And I'm absolutely sure that there's nothing inferior or superior of one set of characteristics, roles, etc. than another. We all have our roles to play. Biology isn't destiny. And for damned sure, there's nothing unnatural about any of these variations from the Gender Binary, for most of the ways a person varies, they were born that way! Or at least with the predispositions.
It's not just chromosomes. It's also prenatal influences in Mom's womb, which are affected by what's happening to Mom, how she's feeling and what's she doing. It's how those influences affect our chromosomes and Mom's. And from there the hall of mirrors gets dizzyingly long. For instance, social researchers in Great Britain were able to identify an unusually large percentage of male homosexuals as having been born around the time of the WWII Blitz. They traced that increase back to the additional stress their mothers were under from the Blitz during the pregnancies.
The attendant straightjackets are what needs to be upended about the Gender Binary, not the notion that there are males and females. And yeah, every time you put on ANYTHING from the other side of the aisle, you're subverting that Binary.
Viva La Revolution!
David, the PDX Fashion Pioneer
Social norms aren't changed by Congress or Parliament; they're changed by a sufficient number of people ignoring the existing ones and publicly practicing new ones.