OK I'll show my age and my tilt here but to me the greatest album as far as a theme and needing to listen to the whole thing was Willie Nelson's "Redheaded Stranger". You have to have the whole album to appreciated it. Yeah "Blue Eyes Crying in the Rain" stands on it's own but you are missing so much if you don't know the whole album. I have it on vinyl and CD. Just call me Redneck Old Timer.
Huge fan of "old" country. One of my all time favorite albums is; Willie and Waylon- Clean shirt.

Don williams, Kris Kristofferson, Merle Haggard, Johnny Cash are also some of the "Old contry" that often finds their way to my stereo.In fact when my wife and I were married, at our reception party, our first song we danced to was Willie Nelson - I could get off on you.