I'll start! for me, it's "Does anyone know/where the love of God goes/When the waves turn the minutes to hours" from The Wreck of the Edmund Fitzgerald, by Gordon Lightfoot.
i think for me any discussion about rlly raw lyrics ultimately comes down to choosing a favorite billy woods line, 'cause he's just such a master at writing lyrics that make u feel like shit. so i think i'd have to go with the line "spliff like a pen, everything i wrote is in the wind / we didn't win, and i can't see doing it all over" from Root Farm (also one of my favorite closing lines to any album)
i'm kind of partial to the "when it all comes down to dust i will kill you if i must i will help you if i can/when it all comes down to dust i will help you if i must i will kill you if i can" from leonard cohen's story of isaac
