This chapter examines how selfhood drove Christopher Isherwood’s writing and his personal journey into Vedanta philosophy and practice with his guru, Swami Prabhavananda. Whether his writings were nominally fictional or autobiographical, Isherwood was constantly probing, reflecting, and reinventing versions of selfhood. Even the ostensibly fictional books would be recounted by a namesake narrator. Critics unsympathetic to his quest sometimes take this self-referentialism as a form of egotism, and a superficial reading of the autobiographical approach often conflates this technique with narcissism. The role of the guru within the bhakti (devotional) expression of yoga is commonly misunderstood outside of the Vedanta traditions. This chapter also considers Isherwood’s failure to connect to the sacred through Anglicanism, his respect and admiration for the Swami, and how meditation came to represent an unexpectedly complete solution to Isherwood’s struggle to locate an integrative subjectivity.