Letter from WSC (35a Great Cumberland Place [London]) to "Mamma" [Lady Randolph Churchill] including: discussion of financial affairs; concern at "Jack's" [John S Churchill's] illness; description of a dinner with "all the powers that be" including [Joseph] Chamberlain, Lord Wolseley, [Henry] Chaplin, Lord James and Sir Francis Jeune; observations on South African affairs and Cecil Rhodes' involvement; and a request to borrow money to buy a polo pony.

Letter from WSC (S S Britannia, In the Indian Ocean) to "Mamma" [Lady Randolph Churchill] in which he says that he is looking forward to reaching India and describes sailing through the [Suez] canal and his intention to continue playing chess. He also reports that he spoke in a "Breach of Promise" case and was surprised by his success and that his speech impediment did not interfere with his speech, and comments on a fraud [perpetrated on them by James Cruickshank].

Letter from WSC (Bangalore [India]) to "Mamma" [Lady Randolph Churchill] in which he discusses the legal action to be taken over a fraud [perpetrated on them by James Cruickshank], comments on [Henry Dupre] Labouchere and [James] Welldon's opinions [about a scandal in the 4th Hussars in which WSC was implicated], describes his daily routine at Bangalore and says that he is looking forward to a shooting expedition with Hugo [Baring].

Letter from WSC (Bangalore, [India]) to "Mamma" [Lady Randolph Churchill] in which he says that he does not intend to be a professional soldier and therefore would like either to enjoy himself or "see active service" and that he would like further details about the possibility of going to Egypt with [Sir Herbert] Kitchener and expresses his gratitude for his mother's actions on his behalf. He discusses the anniversary of the battle in which he participated in Cuba.

Letter from WSC ("In the train", Sioni [India]) to "Mamma" [Lady Randolph Churchill] in which he says that he and Hugo [Baring] met [Winifred and Victoria] Kennard, Arnold Morley, Sir Francis McLean, Baker Russell; reports that he received her messages from [Lord] Fincastle; comments on the unpopularity of [Victor, 9th Lord] Elgin as Viceroy of India; apologises for his writing and says that he hopes to be able to go to Egypt [to serve under Sir Herbert Kitchener]. Pencil.

Letter from WSC (Bangalore [India]) to "Mamma" [Lady Randolph Churchill] describing his garden and asking her to send him seeds. He also discusses Hubert Crichton and careers in the Foot Guards; the possible expense of going to Egypt [to serve under Sir Herbert Kitchener] and his own regrets about his writings about Cuba and his fear that he may have treated the opinion of the insurgents unfairly.

Letter from WSC (4th (The Queen's Own) Hussars, Rajankunte Camp, Madras [India]) to "Mamma" [Lady Randolph Churchill] in which he describes the camp and its location; complains of the difficulty of working in the sun; informs her that he has been made acting-adjutant; speculates on the likelihood that he will be sent to Egypt [with Sir Herbert Kitchener]; discusses the difference between Gibbon and Macauley and comments on the "malevolence" of [Frances, Duchess of Marlborough].

Letter from WSC (4th (The Queen's Own) Hussars, Kundarna Camp, Madras [India]) to "Mamma" [Lady Randolph Churchill] in which he describes the hard work which the regiment has undertaken and his responsibility [as acting-adjutant] which he has discharged "not altogether without success".

Letter from WSC (Bangalore [India]) to "Mamma" [Lady Randolph Churchill] in which he says that he is busy as acting-adjutant, that he finds it difficult to find material for his letters and is losing touch with England, discusses polo and his reading and asks her to find him a source of detailed parliamentary history.

Letter from WSC ("In camp", 4th (The Queen's Own) Hussars, Bangalore, Madras [India]) to "Mamma" [Lady Randolph Churchill] in which he discusses: the likelihood that he may be posted to Egypt, a recommendation made by the colonel, his intention to return to England if he is not quarantined, sufferings from sunburn and his position as brigade major and adjutant about which he comments "responsibility is an exhilarating drink".