Diana Churchill Diana Churchill Diana Spencer-Churchill (11 July 1909 – 20 October 1963) was the eldest daughter of British statesman Sir Winston Churchill and Clementine Churchill, Baroness Spencer-Churchill (née Hozier). She attended the Royal Academy of Dramatic Art, where she spent five terms, without any real intention to become an actress. On 12 December 1932, she married John Milner Bailey (15 June 1900 East Grinstead – 13 February 1946 Cape Town, South Africa) (became the Bailey baronet Sir John Milner Bailey, 2nd Bt), but the marriage was unsuccessful and they divorced in 1935. On 16 September 1935, she married the Conservative politician,
Winston Churchill as writer Winston Churchill as writer Winston Churchill, in addition to his careers of soldier and politician, was a prolific writer under the pen name "Winston S. Churchill". After being commissioned into the 4th Queen's Own Hussars in 1895, Churchill gained permission to observe the Cuban War of Independence, and sent war reports to "The Daily Graphic". He continued his war journalism in British India, at the Siege of Malakand, then in the Sudan during the Mahdist War and in southern Africa during the Second Boer War. Churchill's fictional output included one novel and a short story, but his main output comprised