Although there are songs that bring back memories of my Dad that make me cry, but I try not listen to them, especially when I'm feeling down, or am by myself.
Here they are in order of 'sadness':
NUMBER 1: Pretty much all Neil Young stuff reminds me of my dad, but this album especially. I love Neil Young.
NUMBER 2: Deja vu by Crosby, Stills, Nash and Young. You have no idea how many times I heard this album growing up. My guess would be in the hundreds. We would listen to it on our daily drives up in the mountains. (To meet my Mom who was on a bike ride) and also to go on our daily hikes.
NUMBER 4: Pink Floyd Dark Side of the Moon! My Dad had this and Momentary Lapse of Reason on a tape together. More car music.
NUMBER 5: The Beatles, Let it Be I bought this album on CD for my Dad when he was in the hospital Physical Therapy ward recovering after his amputations. I spent many hours there with him, listening to this album. I still have a hard time listening to it.
NUMBER 6: Led Zeppelin Houses of the Holy. My Dad had Physical Graffiti and Houses of the Holy recored onto a tape together. I remember many many, times, my Dad recording his records onto tapes so he could listen to them in the car.