Before Wing’s lonely, unfulfilling life in Winesburg, he was a young man whose role as a schoolteacher gave him a deep sense of purpose. His misstep with George is revealed to be a behavioral pattern, as many years prior his preoccupation with spreading philosophical truths led him to cross boundaries with his male students. Wing’s true intentions are unknown, as the novel does not imply guilt or innocence in regard to his student’s accusation. This scandal is the underlying source of shame for Wing that causes him to abandon his old life and retreat into solitude.