I doubt the inevitability of acceptance or the norming of crossdressing. Looking at the history of western civilization there is a cyclical pattern in mores. Societies become very conservative, then chafe at the restriction and become looser. Again, some point is reached where society reacts to the extreme permissiveness that seems like anarchy and returns the other way. How far out on the swing to permissiveness before it turns the other way is the question.
Warm regards,
Christina Nicole