Do Not Wear - Wife's Clothes
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Question
Is it permitted or forbidden for a husband to wear his wife's clothes when they are together in the bedroom? Does it matter if it's outer or inner clothing?
Answer
Shalom Rav
It is forbidden to wear women's clothing, both inner and outer.
Outer clothing is forbidden by the Torah, and inner clothing is forbidden by rabbinic decree.
Source
Beit Yosef Yoreh De'ah, Siman 182. Compared inner clothing to the removal of pubic hair, which is done in private. And this was brought by the Taz there, Sifkat 6.
[Our teacher, the Gaon, Rabbi Ovadia Fried, noted that in the case of hair, the prohibition is because it is a woman's practice. But regarding inner clothing, one could say that it is not included in the prohibition at all. It remains in question].