We examine the task of generating unique content for the spell system of the tabletop roleplaying game Dungeons and Dragons Fifth Edition using several generative language models. Due to the descriptive nature of the game Dungeons and Dragons Fifth Edition, it presents a number of interesting avenues for generation and analysis of text. In particular, the “spell” system of the game has interesting and unique characteristics as it is primarily made up of high level and descriptive text but has many of the game’s main rules embedded with that text. Thus, we examine the capabilities of several models on the task of generating new content for this game, evaluating the performance through the use of both score-based methods and a survey on the best performing model to determine how the generated content conforms to the rules of the game and how well they might be used in the game.