Kiddushin 81a
קידושין פ״א א — ד"ה אָמַר רַב יְהוּדָה אָמַר רַב
Kiddushin 81a:2
Chachmei Bavel teach that two men may seclude themselves with a woman only in a city, but on a road three men are required lest one depart to urinate, leaving one man alone with a forbidden woman, and Rav illustrates this concern by instructing Rav Yehuda to hurry past a woman walking ahead of them, clarifying that the permissibility applies only to exceptionally righteous individuals like Rabbi Chanina bar Pappi and his colleagues, not to ordinary people.
אָמַר רַב יְהוּדָה אָמַר רַב: לֹא שָׁנוּ אֶלָּא בָּעִיר, אֲבָל בַּדֶּרֶךְ – עַד שֶׁיִּהְיוּ שְׁלֹשָׁה, שֶׁמָּא יִצְטָרֵךְ אֶחָד מֵהֶם לְהַשְׁתִּין, וְנִמְצָא אֶחָד מִתְיַיחֵד עִם הָעֶרְוָה. נֵימָא מְסַיַּיע לֵיהּ: מוֹסְרִים לוֹ שְׁנֵי תַּלְמִידֵי חֲכָמִים שֶׁמָּא יָבֹא עָלֶיהָ בַּדֶּרֶךְ. תְּרֵי וְאִיהוּ, הָא תְּלָתָא! הָתָם כִּי הֵיכִי דְּנִיהְווֹ עֲלֵיהּ סָהֲדִי. רַב וְרַב יְהוּדָה הֲווֹ קָאָזְלִי בְּאוֹרְחָא, הֲוָה קָאָזְלָא הַהִיא אִתְּתָא קַמַּיְיהוּ. אֲמַר לֵיהּ רַב לְרַב יְהוּדָה: דַּל כַּרְעָיךְ מִקַּמֵּי גֵיהִנָּם. אֲמַר לֵיהּ: וְהָא מָר הוּא דְּאָמַר בִּכְשֵׁרִים שַׁפִּיר דָּמֵי! אֲמַר לֵיהּ: מִי יֵימַר דְּבִכְשֵׁרִים כְּגוֹן אֲנָא וְאַתְּ? אֶלָּא כְּגוֹן מַאי? כְּגוֹן רַבִּי חֲנִינָא בַּר פַּפֵּי וַחֲבֵירָיו.
Rav Yehuda says that Rav says: The Sages taught that two men may seclude themselves with one woman only in a city, where others are present, but on the road it is not permitted unless there are three. Why are two men insufficient on the road? Perhaps one of them will need to urinate and will walk away, and it will turn out that one person will be secluded with a woman forbidden to him. The Gemara suggests: Shall we say the mishna quoted above supports him: They provide him with two Torah scholars to accompany them lest he engage in sexual intercourse with her along the way? He and two Torah scholars are three, which indicates that there is a requirement for three men when they are traveling. The Gemara answers: That is no proof, as there, in the case of the sota, there is a requirement for an additional two men in order that they should serve as witnesses about him, to testify whether or not he engaged in intercourse with her along the way. The Gemara relates: Rav and Rav Yehuda were walking along the way, and a certain woman was walking ahead of them. Rav said to Rav Yehuda: Raise your feet and walk quickly away from Gehenna so that we do not remain secluded with her. Rav Yehuda said to him: But wasn’t it you, Master, who said that it is permitted in the case of men of fit morals? Rav said to him: Who says that I referred to men of fit morals such as you and me? Rav Yehuda responded: Rather, such as whom? Rav answered: Such as Rabbi Ḥanina bar Pappi and his colleagues, who have proven that they can withstand temptation (see 39b). All other people are not trusted in this matter.

