Chris,I agree that the right mood has to be there for any song you listen too. (Although it's been a long while since I was in the right "mood" to play "Welcome To The Jungle" by Guns & Roses! LOL! :D ) Haven't been that "angry" in a good while.
East Of Midnight (the CD) is best played after like 9pm to 1am,when it's quiet enough. The songs are perfect for that time.
Songs on the Sundown,Summer Side Of Life,IYCRMM,COTS and OD'sR's LPs are best played while the sun is out,early morning & mid-day are best. I think the same goes for the UA songs.
Early evening for his other 80's & 90s LP's (maybe Shadows for the same time as EOM.)
As for my own personal mood,well,that would take too much time to go on about here! :D