This essay aims to highlight the forms of deviant sexuality in the “Nausicaa” episode of Ulysses and the sections “A Game of Chess” and “The Fire Sermon” in The Waste Land. At the same time, uncovering biographical details from the authors` personal lives can help us to understand why they were so fixated on this type of sexuality and may aid us in understanding why these deviant behaviors can be a form of positive outcomes and liberation for the characters and/or societies in the works.