There?s a truism that most men are attracted by physical attributes of a woman (looks) and most women are attracted by accomplishment and standing in the world. A woman?s perceived standing in her world is largely determined by how others view her choice of mate.
A woman can be ?proud? of her firefighter or paramedic husband?s ?hero? status. Only less so of a factory worker?s status.
Crossdressing, because of the general public attitude, lowers a man?s potential standing in the world and therefore most women?s perception of herself as she relates to the world. Some women will naturally fall outside the norm and others will only come to terms with the situation with some effort and soul searching.
Obviously that?s a generalization and oversimplification, but I can?t help but think it captures a fair portion of most women?s motivations and demotivations.