Meaning of "Dear Jane" by The Madden Brothers

The lyrics of "Dear Jane" by The Madden Brothers reflect the complexities of ending a relationship that has run its course. The narrator seems to have initially been infatuated with Jane but soon realizes that they are not compatible. This realization leads them to want to end things, despite acknowledging the pain that comes with it. The references to bumping into other guys claiming to be Jane's friends and the mismatch in desires suggest a lack of communication or understanding between the two parties. The hesitance to hit send on the message reflects the difficulty of actually ending a relationship, even when it's the right thing to do. Overall, the song portrays the struggle of coming to terms with a failed relationship and the difficulty of taking the necessary steps to move on.