The simile world of Homer’s Odyssey is teeming with human connections, and family relationships play a central role. This distinctive aspect of the simile world of the Odyssey helps to tell the poem’s tale of human relationships, the burden of sorrow when they are disrupted, and the heroic task of keeping relationships alive through danger, separation, and loss. The Odyssey is not just about Odysseus’ homecoming but also homecoming itself. How do we know when we are truly “home”? What if we reach our home, but we cannot return there? What are the costs of a long absence, both for the person who returns and for those who remain at home? In what way can homecoming be considered a form of heroism? What complex mixture of feelings accompanies a long-awaited return home? The intertwined gladness and sorrow that defines the Odyssey’s tale of homecoming arises from the characters and incidents of the simile world at least as much as from the story of Odysseus and from the process of integrating the two more than from either sort of narrative individually.