Firstly, to address your highly refined sense of pedantry, surely "or what?" invited an interpretation rather than offered one? With that now established with the good grace you often provide, I'd like to think the charming Shyheels was quite correct when he chose "the latter" of the three stated interpretations you had helpfully suggested. Taking his wise guidance (only a fool wouldn't), I gave his choice my full support.
On reflection, and now with some further guidance on the matter from your good self, I would possibly encompass a group not specifically offered but might fall into the "or what?" camp. I am tempted to label them; "Theatricals". Some having wrists good enough for all sorts of DIY skills and legs strong enough for cycling. Others, possibly more interested in homely, more sensitive pursuits perhaps?
I would agree wholeheartedly with the notion that ANY attire that was created with the concept a women would be the wearer, but a man chose to wear it as well, might label the him a cross-dresser. (I'm very sorry for the shocking grammar.) But being a great believer for equal opportunity across gender, the same could be said for almost every Western woman at some stage during her life. Though a cross-dressing woman is undeniably an oxymoron, if I can dare to use such a sophisticated word? I can't think of any attire that has been made, that a woman could wear and it not be socially acceptable, at least in Western culture. Does rather seem to be something of a one-way street, so to speak.
We are all doing our bit to change that, of course. Frontiersmen, everyone one of us.