@TreXX
Actually I've always felt uncomfortable with rugby lads capering about in dresses for larks.
They're not exercising sartorial creativity and freedom, they're poking fun at eachother being dressed like a woman.
Like being a woman is the worst thing they can think of. They see it as degrading.
I'm sure they don't think that deeply about it of course.
I don't think it usually about mocking women (or that it is inherently about mocking women), although of course some men might mock women when dressing up as them - rather it is about transgressing boundaries of what is acceptable for a man to do. I think it is freeing for men and breaks down the limitations imposed on their sex in a fun and safe way. Transgressing societal norms is difficult for many people and doing it as a group can be fun.
If woman all decided to "dress- up as men", say in suits and ties, then when out they might similarly might feel a rush from transgressing societal norms and drawing attention to themselves.
I think that the denigration of "womanly things" as being somehow lesser is a separate problem. I think it is possible to dress up as the opposite sex and have fun with it, including taking the mick, and for it to be taken as such. I cannot see any reason to be offended by it.