I was intrigued to read today about a series of books by Thomas Aquinas (c.1225–1274), and although unfinished, "one of the classics of the history of philosophy and one of the most influential works of Western literature." Specifically I was taken by the following answer given by him:
11, 11, q169
Reply to Objection 3: As stated in the foregoing Article, outward apparel should be consistent with the estate of the person, according to the general custom. Hence it is in itself sinful for a woman to wear man's clothes, or vice versa; especially since this may be a cause of sensuous pleasure;
I was delighted to discover that cross dressing had such an established history and that it was well known way back then for its pleasurable effects. As they say 'There's nothing new under the sun'