What are some sad songs that look at heartbreak or break ups in an unconventional way?

In “Mother” by Matt Maltese, he comforts his mother about the ending of his relationship, which takes a glance of the hurt of a break up from a fresh example.

Another example is Josh Daniel’s performance for “Jealous” by Labyrinth that was dedicated to his dead best friend.

Are there other songs that do this in a melancholy and beautiful way? I’m looking for songs to curl up and cry to.