Good thread, Jerry!

Childhood"

"The Fox Went Out on a Chilly Night" sung by Burl Ives
"Rock Island Line" and "Irene Goodnight" by Leadbelly
"Caldonia, what Makes Your Big Head So Hard"--a calypso group
"Hallelujah I'm a Bum" sung by my father while I watched him shave
"Obiyoyo" by Pete Seeger

Adolescence:

We Shall Overcome
Lots of anti-war music: "I Feel Like I'm Fixin' to Die Rag," "Masters of War," "I Ain't a-Marching Any more, Universal Soldier"
"I Never Loved a Man" by Aretha Franklin
"Mystic Eyes" Van Morrison
"Love and Happiness" by Al Green

Now:

"S'Wonderful," "They All Laughed," "My Cousin from Milwaukee" and many others from the George and Ira Gershwin Songbook sung by Ella Fitzgerald with the Nelson Riddle Orchestra.

"Can't Stop Loving That Man of Mine"--whoever sang it for Ava Gardner in "Showboat"

"Let's Call the Whole Thing Off," "Stompin' at the Savoy" and a number of others sung by Ella Fitzgerald and Louis Armstrong in a 1953 recording