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Sifrei Devarim Paragraph 226

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(דברים כב ה) לֹא יִהְיֶה כְלִי גֶבֶר עַל אִשָּׁה, וְכִי מָה בָּא הַכָּתוּב לְלַמְּדֵנוּ, שֶׁלֹּא תִּלְבַּשׁ אִשָּׁה כְּלֵי לְבָנִים וְהָאִישׁ לֹא יִתְכַּסֶּה צִבְעוֹנִים? תַּלְמוּד לוֹמַר: תּוֹעֵבָה, דָּבָר הַבָּא לִידֵי תּוֹעֵבָה. זֶהוּ כְּלָלוֹ שֶׁל דָּבָר: שֶׁלֹּא תִּלְבַּשׁ אִשָּׁה כְּדֶרֶךְ שֶׁהָאִישׁ לוֹבֵשׁ וְתֵלֵךְ לְבֵין הָאֲנָשִׁים, וְהָאִישׁ לֹא יִתְקַשֵּׁט בְּתַכְשִׁיטֵי נָשִׁים וְיֵלֵךְ לְבֵין הַנָּשִׁים.

Trans. by Marty Jaffee, 2015

Pisqa’ 226⁸⁹

  1. “A woman must not don a man’s gear; nor may a man dress-up in feminine costume” (Dt. 22:5). Now, what is the verse coming to teach us— that a woman should not be dressed in white garments, while a man should not cover himself with colorful garments? [No, for] the Teaching states: “It is abominable” (Dt. 22:5)— [the reference is to] a matter of habituation to abominable acts. This is the principle of the matter: A woman should not be dressed as a man dresses, in order to circulate among men. And a man should not adorn himself in feminine adornments in order to circulate among women.

footnotes: ⁸⁹ H:236;JN2:136.

רַבִּי אֱלִיעֶזֶר בֶּן יַעֲקֹב אוֹמֵר: מִנַּיִן שֶׁלֹּא תִלְבַּשׁ אִשָּׁה כְּלִי זַיִן וְתֵצֵא לַמִּלְחָמָה? תַּלְמוּד לוֹמַר: לֹא יִהְיֶה כְלִי גֶבֶר עַל אִשָּׁה. וְהָאִישׁ לֹא יִתְקַשֵּׁט בְּתַכְשִׁיטֵי נָשִׁים? – תַּלְמוּד לוֹמַר: וְלֹא יִלְבַּשׁ גֶּבֶר שִׂמְלַת אִשָּׁה.

Trans. by Marty Jaffee, 2015
  1. R. Eliezer b. Jacob says: On what basis do I know that a woman should not be garbed in weapons and go off to war? The Teaching states: “A woman must not don a man’s gear” (Dt. 22:5). And [how do I know] that a man should not adorn himself in feminine adornments? The Teaching states: “And a man shall not dress himself in feminine costume” (Dt. 22:5).

כִּי תוֹעֲבַת ה׳ אֱלֹהֶיךָ כָּל עֹשֵׂה אֵלֶּה, קָרוּי חֲמִשָּׁה שֵׁמוֹת: חֵרֶם, תּוֹעֵבָה, שָׂנאוּי, מְשֻׁקָּץ, וְעַוָּל.

Trans. by Marty Jaffee, 2015
  1. “For all who do so are abominable to HASHEM your God.” (Dt. 22:5)—
he is called by five epithets

**Condemned; Abominated; Hateful; Disgusting; and Perverted.**⁹⁰, per.4:1; cf. Pisqa’ 148.4.

footnotes: ⁹⁰ // Sifra, qedoshim

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