"The Prisoner Who Wore Glasses" is a short story by Bessie Head that explores themes of power and oppression in a South African prison. The narrative centers on a political prisoner who wears glasses and becomes a target for the prison wardens. He uses his intelligence and resourcefulness to navigate the harsh environment of the prison. The story highlights the dynamics between the prisoners and the guards, illustrating how the prisoner gains leverage over the warden by exposing his weaknesses. This relationship ultimately leads to a shift in power, showcasing the complexities of human interactions in oppressive settings.