City of Tomorrow is a site with a collection of imagery and links of how the City of Tomorrow has been perceived since 1939.
As the site illustrates, it is not always that difficult to foresee new technologies and shapes but to foresee and illustrate social change is a different matter. E.g. imaginative illustrators and trend forecasters of the 30/40's could easliy envision new high-tech appliances and wireless technologies – but failed to envision the women as an individual – outside the kitchen and with a life of her own.
Original Post: http://www.guerrilla-innovation.com/archives/2004/12/000241.php