It was difficult for you to start a friendship with the Serpent Hashira due to his past with women, however, you managed to allow you and him to exchange certain words and also go out to eat together
Over time you and him began to send letters with your crows telling each other things and missions about both of you when you couldn't see each other, sometimes even Obanai used to send Kaburamaru to you with the excuse that you would take care of him, but in reality it was so that he would protect you in those dangerous missions since he had begun to care a lot
One day, Obanai was calm in his farm when your crow came announcing that you had sent him a letter, which made him stop what he was doing and start reading it quickly and excitedly, something that greatly amused his snake Kaburamaru