I'm a little lost about how to unlock the option after Cain tells his backstory (pls I dont want Cain upset at me </3)
Funnily enough it was the first interaction we ever had with Cain LOLLL, instead of saying I won't be a problem, I did the other choice, since I think that was the only choice I made with cain where it didn't give me points towards his love meter, and luckily I didn't have to replay the entire game since its episodic, and that choice was able to carry over when I skipped to the most recent update!