Halakhah for Kiddushin 87:21
Bach
One should take note of the Purim practice of men and women wearing clothing of the opposite gender. No one protests this, but based on what I have written regarding attractive clothing, all authorities agree that one may not do this with intent to resemble [the opposite gender]. R' Yehudah Mintz already addressed this, saying that since this is done only for Purim joy, there is no prohibition; it is like [a male] cutting the hair of an underarm or ervah to avoid pain. [Per Bach, a male may not cut this hair for the sake of beautification. - MT]… In my humble opinion, R' Yehudah Mintz's words are clearly overridden by those of R' Eliezer of Metz, who prohibited such dress even at weddings. We see that even when this is done for joy of a mitzvah, we do not compare it to doing it in order to avoid pain[which is permitted]. Also, even doing it to avoid pain is permitted only when there is no other way, but there are many other ways to create joy for a groom and bride, and to celebrate Purim, without violating the prohibition of, "A man shall not wear the garment of a woman, etc." There is no doubt that R' Yehudah Mintz would not have written this, had the words of R' Eliezer of Metz not been hidden from him. R' Yehudah Mintz also wrote that since one may grab food from others on Purim without being charged with theft, one may also alter his clothing. This is shocking; regarding financial matters we do rule,"Beit din may declare property ownerless" (Gittin 36b), and so the latter day authorities have written that one should not summon people to court for Purim theft if it is kept within the norms of the city, as established by the city's leaders… but no court has the power to permit biblical or rabbinic prohibitions for the sake of the mitzvah of Purim joy!...Further, these people wear shatnez! Further, this causes men to be able to pass among women, and women among men, for the purpose of adultery! Further, it is particularly bad when they cover their faces with masks to avoid recognition! All we can say in this is, "Leave Israel be; even invoke this principle regarding biblical prohibitions. However, every person who feels awe of heaven should instruct his household and those who listen to his voice, lest they violate a prohibition on Purim or in gladdening a groom and bride. May blessing come to him, to remove stumbling blocks from the path of our nation, and no longer will they practice inappropriate customs.
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