Much work has been done on Bion’s K (knowing/curiosity), whilst on the detail of his actual questions there is less written. The paper looks at the questions he asks through his life and suggests he may have had an unusual sensitivity to ‘illogicality’. His questions aim, not at eliciting answers, but to draw attention to the fact that we would benefit from being more puzzled by phenomena we might take for granted. The paper considers a possible root of the anxiety clinicians can experience in living with questions themselves and illustrates Bion’s support of the patient or supervisee asking their own questions. The role of doubt in the appropriate scrutiny of our analytic undertakings is broached. In the final section of the paper the clinical questions central to his later work are discussed - ending with his view that at any point we are only two questions from the unknown.