Many of the songs already listed are quite familiar to me - particularly the ones from the '60s and '70s.
But, as has already been mentioned, sometimes a particular song will trigger intensely personal memories though the song itself might not be thought of as particularly sad or depressing. For me, the three that immediately come to mind are:
Here, There, and Everywhere - The Beatles
For Emily... - Simon & Garfunkel
The Wind Beneath My Wings - Bette Midler
Best not to even be around me when one of those songs is playing.
Signor V.
"For me, there's only my wife..."
"Sure I cook with wine - sometimes I even add it to the food!"
"When life itself seems lunatic, who knows where madness lies?"
"It was a grass harp... And we listened."
"Do any human beings ever realize life while they live it? Every, every minute?"
"No. Saints and poets, maybe... they do some."
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