To me the song is after a break up of a strong relationship. some time has passed and the guy hasn't stopped loving her and still cares about her but (he knows that she knows that he knows that she doesn't care) about him anymore so to combat that he the speaker tries to create small talk by asking about her hair when he really wants to know when she stopped loving him and if he was ever the man in her dreams like she was the woman in his dreams
To me the song is after a break up of a strong relationship. some time has passed and the guy hasn't stopped loving her and still cares about her but (he knows that she knows that he knows that she doesn't care) about him anymore so to combat that he the speaker tries to create small talk by asking about her hair when he really wants to know when she stopped loving him and if he was ever the man in her dreams like she was the woman in his dreams