Probably repeating here but this is my list:
Canadian Railroad Trilogy - Gordon Lightfoot
How Long Must I wait For You - Joe Jackson
Chatanooga Choo Choo - ?
Train In The Distance - Paul Simon
The Gambler - Kenny Rogers (was he on a train or stagecoach, I can't remember)
Orange Blosson Special - Johnny Cash
Frankfurt Special - Elvis Presley
The Night They Drove Old Dixie Down - The Band (a bit of a stretch but a train and tracks are mentioned)
Nobody - Ry Cooder (just a line or two)
The "tithe" law. Profit capped at 10% to keep costs and chicanery down. People and corps taxed at 10% across the board. GST/PST 10% total. Capitalism, but non-aggressive, loaded with social programs. I guess I might as well throw in flying pigs. Yes, pigs should fly, and it oughta be a law.
"Jesus Christ!" said the Christian. "Oh my God!" said the Jew. "Fuck all of those stupid motherfuckers!" said the regular citizens just trying to make a living.
That's because they are now openly saying "fuck you" while pissing on all of us from above. No need to be polite in the trump sponsored corporatocracy.
Sear's was great but become old and corrupt. It was time for the company to go (but, as usual, the corruption just moved somewhere else).