Lyric discussion by solarcisco 

Cover art for Breaking Hearts lyrics by James Vincent McMorrow

I think this song is about a break-up that the person didn't want. He still loves her but he's unable to cope with that when she is the one who broke up with him. So he decides to pretend like he broke up with her and he is done with her to spare his own feelings when in reality he wants nothing more than to get her back.

@solarcisco I wish you could edit comments. Anyway, this is not exactly what I think after all. I think this person was never in a relationship at all. He's talking about a really good friend that just doesn't see him as a romantic partner. The hearts he's broken are all the people that were interested in him but he didn't want because he wanted this particular person. The plans he made were not about breaking up, they were about asking her out and dreaming of their life together. The other girls he sees as empty shells are that to him...