Kidushin2: 6
הַמְקַדֵּשׁ שְׁתֵּי נָשִׁים בְּשָׁוֶה פְרוּטָה, אוֹ אִשָּׁה אַחַת בְּפָחוֹת מִשָּׁוֶה פְרוּטָה, אַף עַל פִּי שֶׁשָּׁלַח סִבְלוֹנוֹת לְאַחַר מִכָּאן — אֵינָהּ מְקֻדֶּשֶׁת, שֶׁמֵּחֲמַת קִדּוּשִׁין הָרִאשׁוֹנִים שָׁלַח. וְכֵן קָטָן שֶׁקִּדֵּשׁ.
[If] one betroths two women with the value of a perutah or one woman with less than the value of a perutah —- even though he sent gifts afterwards —- she is not betrothed, because he sent [them] on account of the original kiddushin. The same [applies to] a minor who betrothed.
Kidushin2: 7
הַמְקַדֵּשׁ אִשָּׁה וּבִתָּהּ, אוֹ אִשָּׁה וַאֲחוֹתָהּ כְּאַחַת — אֵינָן מְקֻדָּשׁוֹת. וּמַעֲשֶׂה בְחָמֵשׁ נָשִׁים, וּבָהֶן שְׁתֵּי אֲחָיוֹת, וְלִקֵּט אֶחָד כַּלְכָּלָה שֶׁל תְּאֵנִים, וְשֶׁלָּהֶן הָיְתָה, וְשֶׁל שְׁבִיעִית הָיְתָה, וְאָמַר: ,,הֲרֵי כֻלְּכֶם מְקֻדָּשׁוֹת לִי בְּכַלְכָּלָה זוֹ”, וְקִבְּלָה אַחַת מֵהֶן עַל יְדֵי כֻלָּן — וְאָמְרוּ חֲכָמִים: אֵין הָאֲחָיוֹת מְקֻדָּשׁוֹת.
[If] one betroths a woman and her daughter, or a woman and her sister simultaneously, they are not betrothed. It happened that [there were] five women, among whom were two sisters, and someone gathered a basket of figs [which] were theirs and were from Shemittah, and he said: “All of you are betrothed to me with this basket,” and one of them accepted it for all of them —- and the Sages said: The sisters are not betrothed.