There is also another example suggesting a homosexual relationship of Masamune with Shigenaga KATAKURA, the son of Kagetsuna KATAKURA; referring to "the Historical Records of KATAKURA clan," there is a description regarding the night before joining the Siege of Osaka, stating that Masamune kissed on the cheek of Shigenaga by saying, "who am I supposed to appoint a vanguard if I can not ask you for that" upon the request of Shigenaga to be the vanguard of the battle on the next day.
同じく衆道の関係にあった片倉景綱の息子片倉重長に対しても、大坂の役出陣の前夜、翌日の先陣を願った重綱に、「そのほうに御先鋒仰せ付けられず候て、誰に仰せ付けられるべきや」と言って重綱の頬に接吻した、との記述が『片倉代々記』に残っている。