Ok, I have only seen the movie, so that is all I can base my assumptions on, but as far as what I know.
I have also had trouble understanding the lyrics to Don't Cry. I think they are just a little bit too criptic. I understand and see all the reasons for them, but I think part of the problem is that the show dosen't set you up dramatically to understand the lyrics. The songs in Into the Woods mean so much more when you watch the show, where otherwise they're just pretty.
I have several names, one is Julian2. I am also The Opps Girl. But cross me, and I become Bitch Dooku!