I like "Ëggs And Sausage" and "Ballad of Big Joe and Phantom 309", from Nighthawks at the Diner.Pretty much that whole album (tho',it's the only one I've got).
This has got to be the hardest question I've ever been asked. I'll have to think about it.
I have to agree with Shane...16 Shells is a great song...but to pick just one or two.
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"Singapore" conjurs up images in your head like all of Tom's best work does.
https://www.youtube.com/watch?v=9VgDUucYJCo
This version especially.
... I had a rough night, and I hate the fucking Eagles, man
Chocolate Jesus
Love the banjo!
That's from "Nighthawks at the Diner" where Tom talks his way between songs. That's a fun album.
You might also want to check out "Closing Time" - his debut album from 1973. Lots of piano and great tunes. Hopefully this link will point to that: http://allmusic.com/cg/amg.dll?p=amg&sql=10:fpfuxql5ldke
I have to agree with Shane...16 Shells is a great song...but to pick just one or two.