Comentario sobre Deuteronómio 22:5

לא יהיה כלי גבר על אשה THE APPAREL OF A MAN SHALL NOT BE ON A WOMAN — so that she look like a man, in order to consort with men, for this can only be for the purpose of adultery (unchastity) (cf. Sifrei Devarim 226:1; Nazir 59a).

לא יהיה כלי גבר על אשה, in order to walk among males and seduce them.

לא יהיה כלי גבר על אשה, “male apparel shall not be on a woman.” The principal concern of our verse is to deny the woman the right to bear arms (Sifri 227, Nazir 59). She is not to go to war and become a cause for immorality rampant during war. Similar considerations, i.e. the prevention of creating opportunities for sexual promiscuity- are the reason males are forbidden to wear women’s garments. Both of these apparent role reversals of the sexes are an abomination to the Lord.
Our sages in Jerusalem Talmud Shabbat 6,1 understand this wording to mean that “garments which will result in, or lead to abominations being perpetrated are forbidden” (compare Yoreh Deyah 156,2). Jewelry which is associated specifically with women is forbidden to be worn by men, as are mannerisms practiced especially by women, such as looking in the mirror. Seeing that they were one of three things which the rabbis had to give a special dispensation to for the household of Rabbi Yehudah Hanassi, it is clear that generally speaking male Jews are not supposed to admire themselves in a mirror. If a barber, in order to trim the client’s hair, needs to look into the mirror to better see the hairs he is looking for, this is in order. If a person was sick and he wishes to reassure himself that he is on the way to recovery by consulting a mirror and confirming that he looks healthier, this too is in order. The last mentioned examples are not uses for the enhancement of one’s exterior, for “dolling oneself up.” Our sages in Shabbat 94 also stated that if one picks a single white hair out of the black hairs in one’s beard one is guilty of violating the basic prohibition not to wear women’s clothing. A further illustration of this subject is found in Yalkut Shimoni on Judges item 56, that the reason Yael slew Siserah with a nail instead of with a knife was that she did not want to violate the commandment of using implements reserved for males.