Through pinpointing how Churchill’s perceptions of aerial bombardment evolved across his political career, this chapter highlights the ambivalence and incongruence that dogged his bombing policy from its earliest days: ultimately arguing that his vacillating approach towards the Allied bombing campaign – and his eventual calculated detachment from it – was not out of character. The chapter begins by establishing his preliminary beliefs about aerial bombardment; next, it traces how his bombing theory converted into destructive reality, from ‘aerially policing’ the British Empire in the 1920s to the Combined Bomber Offensive; finally, it examines how Churchill attempted to reconcile his incriminating role in the German firestorms with a war-scarred Britain after 1945.