Throughout the great length of An American Tragedy Theodore Dreiser does not mention a specific year in which its action occurs. It is nevertheless clear from many incidental details in the setting, especially the prominence of the automobile, that he wishes his readers to understand that they are encountering contemporary events of roughly the early to mid-1920s. (The novel was written during 1923–25 and published in late 1925.) One of the significant characteristics of this post-war period was the rise and prominence of the liberated young woman, commonly known as the flapper. In this chapter, I will examine Dreiser's use of the flapper figure in An American Tragedy in relation both to his attempt to authenticate the contemporaneousness of the “American tragedy” theme at the center of the novel and to dramatize a striking cultural irony present in the prominence of the type during this period.

An American Tragedy is based on the Grace Brown–Chester Gillette murder case of 1906–1908. Grace Brown, a resident of the upstate New York town of Cortland, was found pregnant, bruised, and drowned in an Adirondack lake in July 1906. Her lover, Chester Gillette, was convicted of murdering her after a sensational and widely reported trial in Herkimer in late 1906 and was executed at Auburn prison in March 1908. Dreiser was in his late thirties during the period of Grace Brown's murder and the trial and execution of Chester Gillette. He had grown up in small Indiana towns and had by 1906 worked as a newspaperman in several major Midwestern cities and had lived as well in Chicago and New York. In addition to this personal familiarity with turn-of-the-century America, Dreiser's documentary sources for the crime, principally the New York World reports of the trial, were of course also those of 1906–1908. Yet he chose to set the novel not in that period but in the mid-1920s.

Dreiser's decision had its roots in his conviction that the conditions underlying the Gillette case were not unique to the first decade of the twentieth century but rather characterized the entire period from the late nineteenth century to the 1920s. Little had changed in American society during this period, he believed, except the public misconception that the present was distinguished by a lessening of older social restrictions.