To dream of cross-dressing represents your wish to express or acknowledge a side of yourself that is out of your normal ways. Your masculine side if you are female or your feminine side if you are male.
If you a man cross-dressing may reflect your wish to express or acknowledge more sensitive, caring, or giving ways. Negatively, it may reflect subordination that is being noticed by others.
If you are a woman cross-dressing it may reflect your wish to express more assertive, controlling, insensitive ways. Negatively, it may reflect an unsympathetic or controlling attitude.