I rarely listen to oldies. I've heard them too many times. They do not stir anymore. As a kid I could not get enough Supremes but now can't bear even a minute.
The last song that I listen to over and over and watch the video over and over, which is stunning and feels like a time machine oddly enough, was "Sign of the Times" by Harry Styles.
Tapped something deep like Roberta Flack's "The First Time Ever I Saw Your Face" or " All the Time" covered by many. They all make me time travel.
Believe it or not, I never realized I picked all songs with the word time in them until after the fact. Hmmmmmnnnn