In Nothing Lasts Forever (1984), Zach Galligan finds that tramps run the cities of the World and that retired people take buses to the Moon to go shopping.
In 99 & 44/100% Dead (1973), Richard Harris is a hit man in a gangster world where Edmond O'Brien & Bradford Dillman fight for control of a city.
Finally, in Night of The Eagle a.k.a Burn Witch Burn (1962), rationalist university lecturer Peter Wyngarde discovers that the true nature of the World is not what he thinks it is. This one was nominated for a Hugo Award for Best Dramatic Presentation in 1963.
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