I do better with albums or acts, songs just feels so arbitrary since there are so many of them. I'll keep it to one per artist and stick to rock/pop songs (no jazz) to make it simpler.
Bohemian Rhapsody- Queen
No Surprises- Radiohead
Strawberry Fields Forever- The Beatles
The Rain Song- Led Zeppelin
How Soon is Now- The Smiths
Gimme Shelter- The Rolling Stones
Beetlebum- Blur
Shangri-La- The Kinks
Teenage Dream- T-Rex
All the Young Dudes- Mott the Hoople
What would your jazz list be?
And cool to see T-Rex (& Mott the Hoople) on your list. I love glam/art rock 70's and Marc Bolan was such a great live presence.
I definitely like the Smiths as well. Morrissey & Marr were legends together - William It Was Really Nothing, Headmaster Ritual, Reel Around the Fountain, Bigmouth Strikes Again, the list goes on. Sometimes it is better a band does not get back together in some ways... right?