Geralt first encountered Rupert near the ruins of the asylum in the forest beyond Flotsam. The Aedirnian medic claimed he had come to the area with his friend Gridley in search of rare herbs. However, it appeared they had underestimated the dangers lurking in both the forest and the ruins.

Something was missing from his story, however. Rupert had been a medic in a field hospital during the war. He and his friends had committed a crime back then. Years later the wraith of the Nilfgaardian soldier they had tortured to death summoned them to the scene of the crime so to have its revenge.