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The Pont Express! How cool is that, and those trains. My father who grew up getting trains to school was a train nut, and when we lived in Florida we had to find him trains to hear that whistle lol!
Is Dylan from Missouri? I was never really a fan but am sure recognise more of his songs than I can name off the top of the head. Like you, none of these seem familiar, to me anyway.
I don't think he was. I honestly don't know for sure. If I had to guess I think it's actually Minnesota. Google seems to affirm that!