Hi,
Okay, I'm trying to follow your train of thought, here, but it is kind of hard.:

1) "however I don't think this is what this man is seeking"? What specifically is he seeking? What does he want from this woman who does not deserve his love?
2) I don't see anywhere in this song where he is asking his former interests how "they" or "she" could break his heart.
3) Please clarify, "He is unsure if any woman deserves his love, anymore"....I don't hear this in the song (through my lense). In the lyric "A woman who does not deserve my love" , I hear him saying either he thinks he is too good for her, and/or this is someone he really is not that interested in, but he just wants to get laid and fall asleep with. I don't get he thinks so low of himself that no one deserves what he has to offer.