In this paper we examine the different transferential relationships that occurred between two sets of friends: Freud-Fliess and Ferenczi-Groddeck; consider the impact of these variables on their productivity, creativity, and friendship; and review historical literature to analyze how the nature of their bonds shaped very different personal destinies. Freud and Fliess greatly admired each other, and expressed reciprocal support, trust, and idealization but their underlying dispute over the paternity of certain ideas ultimately led to a bitter end. Essentially, their transference can be characterized as paternal-filial. The Ferenczi-Groddeck relationship, on the other hand, shared many of the same traits as the Freud-Fliess pair: a strong friendship, mutual admiration, even idealization, but their bond evolved into a more fraternal transference, which enabled their love, admiration, and respect to develop into a mutually-enriching relationship that endured for their entire lives.