In Heinrich Mann’s novel The Youth of King Henri Quatre the fight of enlightened tolerance against barbarism appears to be fundamentally connected to a masculine triumph over femininity. This connection can be explained out of the context of exiled German discourses about the alleged link between fascism and homosexuality. The reading of Mann’s novel proposed here starts from the male figure of crisis, the homosexual Henri III, and examines in which ways this figure of crisis of the old is at the same time a figure of transition to the new and thus constitutive of Henri IV’s path to humanity.