Yevamos10: 7
בֶּן תֵּשַׁע שָׁנִים וְיוֹם אֶחָד שֶׁבָּא עַל יְבִמְתּוֹ, וְאַחַר כָּךְ בָּא עָלֶיהָ אָחִיו שֶׁהוּא בֶן תֵּשַׁע שָׁנִים וְיוֹם אֶחָד — פָּסַל עַל יָדוֹ. רַבִּי שִׁמְעוֹן אוֹמֵר: לֹא פָסַל.
A [boy] nine years and one day old who cohabited with his yevamah, and then his brother, nine years and one day old, [also] cohabited with her —- he disqualified [her] to him. R' Shimon says: He did not disqualify [her].