This will be personal, very different for each responder. I'll stay with your lead toward Rock and Roll rather than blues and Jazz.
The songs I'm listing continue to effect me, even after years of listening.
(1) Joni Mitchell, "Song for Sharon"
(2) Bob Dylan, "The Times They Are A Changin'"
(3) The Doors, "Queen of The Highway"
(4) Roger Waters, "The Ballad of Bill Hubbard"
(5) Johnny Cash, "Hurt"
(6) Nirvana, "Plateau"
(7) Crosby Stills and Nash, "Wooden Ships"
The songs I'm listing continue to effect me, even after years of listening.
(1) Joni Mitchell, "Song for Sharon"
(2) Bob Dylan, "The Times They Are A Changin'"
(3) The Doors, "Queen of The Highway"
(4) Roger Waters, "The Ballad of Bill Hubbard"
(5) Johnny Cash, "Hurt"
(6) Nirvana, "Plateau"
(7) Crosby Stills and Nash, "Wooden Ships"