Rundel’s paper explores exciting conceptual links between sexuality and experiences conventionally thought of as mystical. Here she makes the convincing argument that sexuality and orgasm are uniquely equipped to produce experiences of dedifferentiation, which can, in turn, lead to radical psychic transformations. I explore this idea to propose that not all sexualities are equally viable candidates for the evocation of dedifferentiated experiences. Transgression is a vital ingredient to that process, and I explain why I think so. I end with suggesting that we have to approach dedifferentiation with measured excitement, as a topos of instability. What can issue from it are not only productive and transformational dysregulations but also self-destructiveness and, at times, more malignant psychotic fragmentations.