Meaning of "Answering Machine" by The Replacements

The lyrics of "Answering Machine" delve into the struggle of trying to convey deep emotions and desires through a detached and indifferent medium like an answering machine. The singer, filled with courage and longing, is left feeling isolated and unheard as they pour their heart out only to be met with silence and recorded messages. The reference to big cities with losers and small towns with vices juxtaposes the idea of searching for connection in a world full of distractions and superficial interactions. The repeated questions of "How do you say I miss you" and "How do you say good night" emphasize the difficulty of expressing vulnerability and love to a machine that cannot reciprocate. Ultimately, the frustration, longing, and bitterness towards the answering machine itself reflect a deeper sense of disconnection and the pain of unrequited feelings.