We see in another of these wonderful representations how the dead woman loses herself in the depths of the eyes of the seductive guide of souls. In appearance he may have become more detached and even more sublime than he was, for example, on chat archaic vase-painting where, sickle-sword in hand, he is hastening away to slay the Argos, or on another that shows him winged, sitting with his magic wand, a conjurer of the spirits of the dead. We can set up around ourselves a whole gallery, including those spiritualized epiphanies on the attic grave λήκυθοι. If through the vase painting of the fifth century we reach a fourth, psychic dimension, we still really only get closer to those fields of asphodels that make up the volatilizing, devouring background of the mild but relentless and unyielding Psychopompos: he himself, however, has not become any less mysterious.
— Karl Kerényi
Kerényi is watching a dead woman lose herself in Hermes' eyes, and what strikes him is not that Hermes has softened over the centuries but that he has grown more mysterious the more spiritualized his image becomes. Each artistic refinement — the archaic sword-carrying urgency replaced by calm, the conjurer's wand sublimated into something serene — actually deepens the opacity. The asphodels in the background are described as "volatilizing, devouring," and that phrasing deserves to sit with you. The beautiful, mild guide doesn't comfort; he consumes. His mildness is the mechanism of the devouring, not a reassurance against it.
This is what the soul-guide is, stripped of the role we tend to assign him: not the figure who escorts you to safety but the one in whose eyes you lose yourself. The woman in the vase painting isn't being protected — she is being undone. The sublimation of Hermes across five centuries of art looks like spiritual progress, and Kerényi refuses to let that reading stand. More refined does not mean more benign. It may mean more irresistible. The psychopomp is not a therapist. He does not bring you back.
Karl Kerényi·Hermes Guide of Souls·1944