Roth had begun work on Portnoy's Complaint in 1967, before publication of his novel When She Was Good that year. The piece had its genesis in a satirical monologue Roth had written to accompany a slide show proposed for inclusion in the risqué revue Oh! Calcutta! that would focus on the sexual organs of the rich and famous.
While the slide show would never come to fruition, Roth found part of the accompanying monologue about masturbation salvageable. Roth re-fashioned the material for the novel and sold a chapter of the book, entitled "Whacking Off", to Partisan Review. Progress on the novel was slow because Roth was suffering from writer's block relating to his ex-wife, Margaret Martinson, and the unpleasant prospect that any royalties generated by the novel would have to be split equally with her. In May 1968, Martinson was killed in a car crash in Central Park. Roth's writer's block lifted and, following Martinson's funeral, he traveled to the Yaddo literary retreat to complete the manuscript.[8]
