H. L. Mencken's antagonism to women's issues seems paradoxical in a man so committed to emancipation and the reexamination of conventional social roles — the very goals for which the women's movement was fighting during the early decades of the twentieth century. The apparent discord of Mencken's attacks on suffragettes, his deprecating depictions of womanhood, and his thinly veiled vilification of women as a source of cultural mediocrity have spurred critics to explain, reformulate, or deny Mencken's disturbing prejudice. Edward A. Martin quixotically suggests that Mencken only “posed as an antifeminist,” while Charles A. Fecher wonders why “today's advocates of ‘women's liberation’ have not resurrected In Defense of Women” — Mencken's lashing satire on the female in America, grossly misread by Fecher as a tribute to women's “intelligence.” But Mencken was not “posing” as an antifeminist any more than he was pretending to be anti-Philistine. His views of women were not only consistent with his own cultural philosophy but joined a paradigm of masculinism underlying the definition of American culture during these years.This essay does not deny Mencken's considerable contributions to the scene of American letters in the early twentieth century. Alarm at the recently published diaries — which illustrate Mencken's disposition to be “careless of the decencies” in his random remarks on African-Americans and Jews — while justified, often de-contextualizes his opinions from the wider cultural atmosphere. Regarding his views on women as well, I argue that metaphoric and broadly philosophical foundations place many of his views within a larger climate of opinion seeking to link the rise of the feminine with intellectual mediocrity.