Continuity mistake: When Del comes out of the passenger side of the dairy truck, he is with a black eye, for no reason. The next scene, it is not there. It is there again when he admits to being homeless. (Steve Martin punched Del in a deleted scene.)
Planes, Trains & Automobiles (1987)
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Directed by: John Hughes
Starring: Kevin Bacon, Steve Martin, John Candy, Michael McKean, Laila Robins
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Del: You could kill a man like that, hitting him in the stomach. That's how Houdini died you know.
Trivia: Just after Dell sells his shower curtain rings as earrings, he and Neal are eating lunch. Look between the two men and slightly out of focus, is a woman wearing Dell's curtain rings as earrings.
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Answer: He's not homeless, he has a house or an apartment somewhere, or lives out of hotels. He just no longer has a 'home', ie, a place where he's happy and someone loves him.
Brian Katcher