The They Might Be Giants cover is also quite heartwrenching, John Flansburgh can sure pull of any sad love song.
Also: "Surfer Girl", "God Only Knows", "Don't Worry Baby", and especially "In My Room".
Despite the rather cheerful music, "When I Grow Up (To Be a Man)" is this to those unsure of where they will be when they reach adulthood.
The entire second side of Today! (well, maybe not the "Bull Session"... unless you think about Carl and Dennis), starting with "Please Let Me Wonder."
"A Day in the Life of a Tree" manages to be both utterly bizarre and soul-crushingly sad.
The entire three-part "suite" that ends That's Why God Made the Radio. If it is indeed the final Beach Boys album, it's hard to imagine a more fitting conclusion than "Summer's Gone", fading into rain at the end...
Summer's gone I'm gonna sit and watch the waves We laugh, we cry We live, then die And dream about our yesterday
"(Wouldn't It Be Nice To) Live Again", left on the shelf for decades for God only knows what reasons. With Dennis' heartfelt vocal delivery and sparse, powerful instrumentation, it was already quite the tear jerker from the beginning... but with his death, it becomes that much sadder.