In 1939 O'Connor married Evelyn Bowen (who had previously been married to the actor Robert Speaight): they had two sons and a daughter.[13] They were divorced in 1953. O'Connor married, secondly, Harriet Rich of Baltimore, whom he met while lecturing at Northwestern University. They had one daughter.[14] Between his marriages to Bowen and Rich, he was romantically involved with Joan Knape, with whom he had a son, Oliver O'Donovan.[15]
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