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From the acclaimed author of A Tragic Honesty: The Life and Work of Richard Yates comes the unforgettable life of John Cheever (1912--1982), a man who spent much of his career impersonating a perfect suburban gentleman, the better to become one of the foremost chroniclers of postwar America. "I was born into no true class," Cheever mused in his journal, "and it was my decision, early in life, to insinuate myself into the middle class, like a spy, so that I would have an advantageous position of attack, but I seem now and then to have forgotten my mission and to have taken my disguises too seriously." Written with unprecedented access to essential sources--including Cheever's massive journal, only a fraction of which has ever been published--Blake Bailey's biography reveals the troubled but strangely lovable man behind the disguises, an artist who delighted in the everyday radiance of the world while yearning, above all, "to be illustrious."Cheever's was a soul in conflict: he was a proud Yankee who flaunted his lineage while deploring the provincialism of his Quincy, Massachusetts, family circle; a high-school dropout who published his first story at eighteen; a pioneer of suburban realist fiction who continually pushed the boundaries of realism; a dire alcoholic who recovered to write the great novel Falconer; a secret bisexual who struggled with his longings and his fierce homophobia in a revolving door of self-loathing and hedonism. We see a man who concealed his anxieties behind the mask of a genial Westchester squire--a paterfamilias in Brooks Brothers clothes whose world was peopled by legendary writers and beautiful women (Malcolm Cowley, Saul Bellow, William Maxwell, Hope Lange, and John Updike, among them); whose groundbreaking work landed him on the covers of Time and Newsweek; a man whose demons and desperation were never quite vanquished by the joy he found in his work.Blake Bailey has written a luminous biography, a revelation of a writer of timeless fiction and of the man behind the page.From the Hardcover edition.

Discussion questions for Cheever

Bring these to your book club — or discuss them with readers on Readfeed.

  1. 1

    Cheever famously saw himself as a "spy" infiltrating the middle class. How does Blake Bailey illustrate this central tension between Cheever's assumed persona and his true self, and do you believe he ever truly reconciled the two?

  2. 2

    Bailey reveals Cheever as a man of profound contradictions—a proud Yankee yet provincial, a secret bisexual yet fiercely homophobic. Which of these internal conflicts did you find most illuminating or heartbreaking, and how did they shape his life and art?

  3. 3

    How does Bailey explore the complicated relationship between Cheever's personal demons—such as his alcoholism and repressed sexuality—and his creative genius? Do you believe these struggles ultimately fueled or hindered his work, or both?

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