This essay explores a return to hope and romanticism by contemporary artists looking at themes of fantasy worlds and mapping imaginary lands as a type of autofiction. These fantasylands are created in collaboration with hallucinating machine learning platforms, as a tool for contemporary art-making. Seen through the framework of Metamodernism, how does AI hallucination contribute to Metamodern structure of feeling? AI, as part of the metacrisis, places society and culture in a type of no man’s land or in-between, where rapid and unchecked advancements in machine learning and generative technologies are a further addition to an already complicated time, while simultaneously being a new and useful tool for contemporary artists.