In 1590, Hidetada had a wedding ceremony to marry Ohime (Shunshoin), an adopted daughter of Hideyoshi TOYOTOMI and a daughter of Nobukatsu ODA, however, the marriage was broken off because Nobukatsu was deprived of his status as a result of his quarrel with Hideyoshi.
天正18年（1590年）、豊臣秀吉の養女で織田信雄の娘・小姫（春昌院）と祝言を挙げたが、秀吉と信雄が仲違いして信雄が除封された事により破談となる。