Conversation so far:
How can the lyrics be interperted?
Johnson describes his grief at being unable to catch a ride at an intersection before the sun sets.
Why would he grieve over that?
A crossroads is also where cars are more likely to slow down or stop, thus presenting the best opportunity for a hitchiker.

Question: Did he at some point want to be picked up?
Self-contained rewrite: Did Johnson at some point want to be picked up at an intersection?