A:
Dear J,
Deuteronomy (Ch.22 v5) is very explicit on this topic:
"A woman shall not
wear an article proper to a man, nor shall a man put on a woman's
dress; for anyone who does such things is an abomination to the Lord
your God."
Such behavior has been considered sinful since ancient times.
So, the answer to your question is "Yes", such behavior must be
brought up in the Confessional.
God Bless!
Paul, for the Serenellians