Nirvana/Tear Jerker

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These godfathers of grunge were never exactly known for having cheerful songs.

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• "Something In The Way", depends on your mood.
• "Come As You Are", with the lyrics "No, I don't have a gun". Oh Kurt...
• "All Apologies". The final part with the distorted guitar and Kurt singing "All in all is all we are..." is choke-inducing at least.
• The MTV Unplugged in New York album also has tons of this.
• On that note, Kurt Cobain's rare "Do Re Mi" demo, on the WTLO box set. It is one of the last songs recorded before his death, and while a lot folkier and more upbeat than his earlier work, it still manages to be tear inducing.
• "Pennyroyal Tea" can really be depressing (it helps if you pay attention to the lyrics knowing Kurt suffered from gastritis and drug addiction).
• "Serve The Servants" A song about Cobain's family and childhood. William S Burroughs, who had collaborated with Cobain, reportedly said that Cobain was already dead upon hearing the song.
• Anything regarding Cobain's diseases, Artist Disillusionment, or death.