I started dancing in NY/NJ in the 1970's, and called contra and English until mid-80's - and then had about a 15 year hiatus. Before my break I only remember one male (to judge from facial and body hair) who regularly wore dresses or skirts to dances. After I returned to dancing, there was a gradual increase, though in the beginning it seemed some men chose kilts as a way to mute the statement. And then....
I should note that my memory is not known for being accurate, so this is just an observation, not a definitive statement. A source for more extensive information would be CDSS, which has pictures from camps for many years; and the Pinewoods archives also have many pictures. If one lives near the U. of New Hampshire, the CDSS archives are there and should be a useful source.
David