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The author describes some obstacles encountered teaching undergraduates psychoanalytic theory. In academic environments that reflect a broader cultural skepticism, disinterest and animosity to analytic ideas, the author argues that it is imperative to develop and utilize teaching methods that have an experience-near quality. Without clinical experience and perhaps hesitant to use their own personal lives for material, students may seemingly lack data to test out the explanatory value of analytic ideas. This essay illustrates one device the author developed of using students' “celebrity object” relationships to idiosyncratically cathected popular culture figures to allow for increased engagement with analytic ideas.