Within the space known as desire, as we move beyond one-dimensional conceptualizations we find a vast range of experience. Through the application of selected philosophical and psychological concepts with writings on desire by six Canadian women writers, this interdisciplinary discussion reveals the idiosyncratic nature of desire as it varies over time and experience. To this end, desire’s complexity is brought to the foreground and its fluid, layered, and multi-dimensional quality is confirmed. More specifically, the discussion examines desire as it carries traces of its history to future places in time, as it finds ways to manifest, despite attempts to contain its expression. Likewise, desire shapes from individual reflections of knowledge, which represent intra-subjectively meaningful experiences. The trajectory of desire, as it develops from early experiences of trauma, as well as in contradiction to rational beliefs, is also discussed. Lastly, the author explores her own desires, which have evolved from early childhood experiences and perceived misconnections with intended objects of affections.