This article advocates for a reevaluation of the thief class as a bridge linking literary narratives and tabletop role-playing games (TRPGs). It traces the roots of the Dungeons & Dragons (D&D) thief class in Picaresque Literature against the wider importance of literature in the early TRGP scene, by comparing the thief class to the Picaresque rogue. Through a thematic analysis of articles from eight key TRPG periodicals published between 1975 and 1986, the article illustrates how “extensibility mechanisms” facilitated creative exchanges between hobbyist game designers, Fantasy fiction, and Picaresque Literature via the rogue archetype. These exchanges demonstrate a turn towards nuanced narrative-supporting mechanics, complex player character development, and including vibrant fantasy cities as settings for adventures in D&D, and TRPGs more broadly, influenced by Picaresque Literature.
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