Letter from "Jack" [John S Churchill] (Erquy [France]) to "Mama" [Lady Randolph Churchill] in which he reports that she has made an impression on Robineau and comments that a letter from WSC was "decidedly hot and his writing was melting".

Letter from "Jack" [John] S Churchill ([45 Rue des Missionnaires] Versailles [France]) to "Mama" [Lady Randolph Churchill] in which he discusses Lord Vernon's illness and says that Lord Vernon is "furious with Winston [WSC], who is a millionaire in India". He also mentions the names of other people he has met who include Lord Charles Beresford and asks her to visit him.

Letter from "Jack" [John S Churchill] (Versailles [France]) to "Mama" [Lady Randolph Churchill] in which he says that he is glad that WSC will miss the war in Greece as "he will not be able to agitate about it", describes a concert and his progress at the piano and asks her to send him money and musical scores.

Letter from "Jack" [John] S Churchill (45 Rue des Missionnaires, Versailles [France]) to "Mama" [Lady Randolph Churchill] in which he expresses pleasure at the news of WSC's success, complains about his ears and says that he is looking forward to returning home.

Letter from "Jack" [John] S Churchill (31 Throgmorton Street, London) to "Mama" [Lady Randolph Churchill] in which he says that he has seen WSC who he describes as "as usual trying to do everything at once".

Letter from "Jack" [John S Churchill] (Bachelors' Club, Piccadilly [London]) to "Mama" [Lady Randolph Churchill] discussing WSC. He comments that WSC "will always try and go one better", and that if he abuses the Sirdar [Sir Herbert Kitchener] he will "find himself in the wrong box". He also discusses an insurance policy.

Letter from "Jack" [John S Churchill] (Presles [Belgium]) to "Mama" [Lady Randolph Churchill] concerning his future career. He says that he is going to enter the City although he was "built heart and soul for the army" because she asked him to give it up. He also says that he was attracted to study at Oxford because of the idea "of going where Winston [WSC] had not been", discusses financial affairs and says that he would like to come home.

Letter from "Jack" [John S Churchill](41 Cromwell Road [London]) to "Mama" [Lady Randolph Churchill] discussing the legal implications of the terms of "Papa's" [Lord Randolph Churchill's] will and its' effect on her financial situation and on his and WSC's wives and children. He begs her to live within her means and says that he has not heard from "G" [George Cornwallis-West].

Letter from George [Cornwallis-West](Arthur's, St James' Street [London]) to "Missie" [Lady Randolph Churchill] in which he discusses his forthcoming interview with [Colonel] Arthur Paget; says that he is devising schemes for the defence of London; and that "Jack" [John S Churchill] has "opened his heart" about Pamela [Plowden, later Pamela, Lady Lytton] and WSC.

Letter from George [Cornwallis-West](Invercauld, Ballater, Aberdeenshire [Scotland]) to "Missie" [Lady Randolph Churchill] discussing the possibility that they may marry. He observes that she changes her mind frequently, says that he will not marry her until he has more money, that he has quarrelled with many of his relations and friends and that WSC made "strong arguments" in favour of leaving matters as they are.

Letter from "Clemmie" [CSC] (Charlton, Banbury [Oxfordshire]) to "B M" [Lady Randolph Churchill] in which she refers to an enclosure [not present] from WSC, says that King [George V] has been "charming" about [Lady Randolph] and discusses hunting.

Letter from "Clemmie" [CSC] (41 Cromwell Road [London]) to "B M" [Lady Randolph Churchill] in which she says that she understands [Lady Randolph's] "difficulty", thanks her for her help when WSC was in France and says that she is sure that WSC will be able to rely on his own [financial] resources.

Letter from Diana [Churchill, later Diana Bailey and Diana Sandys] (2 Sussex Square [London]) to "Grannie" [Lady Randolph Churchill] in which she thanks her for a box of chocolates, reports that she is to attend the Trooping of the Colour with WSC, that Sarah [Churchill, later Sarah Oliver, Sarah Beauchamp and Sarah, Lady Audley] is better and that Randolph [Churchill] has gone to school. Signed manuscript.

Letter from "Goonie" [Lady Gwendeline Churchill, formerly Lady Gwendeline Bertie] (The Lodge, Brackley, Northamptonshire) to "B M" [Lady Randolph Churchill], expresses concern for her health, discusses plans to go to Scotland on the [Admiralty yacht] Enchantress with WSC and "Jack" [John S Churchill] and reports that the "boys" [John G Churchill and Peregrine Churchill] are well. Signed manuscript.

Letter from Clara Jerome (Paris [France]) to [Frances] Duchess [of Marlborough] thanking her for her letter, saying that she was disappointed at not being able to be with [Lady Randolph Churchill] for the birth of WSC and that she hopes to receive daily reports from [Lord] Randolph [Churchill].

Letter from [Frances, Duchess of Marlborough] (50 Grosvenor Square [London]) to Jennie [Lady Randolph Churchill] in which she discusses the health of [Lord Randolph Churchill] and the high expenses of their travels, she suggests that Jennie should consider cutting down on the number of servants, reports on the wedding of Frances [Wimborne] and gives news of WSC and says that she has been obliged to check him as he needs a "firm hand".

Letter from [Frances, Duchess of Marlborough] to Jennie [Lady Randolph Churchill] in which she discusses the difficulty of persuading "R" [Lord Randolph Churchill] not to travel; gives news of "Jack" [John S Churchill] and WSC whom she has "lectured freely"; and comments on the marriage of Miss M Wilson to Lord Willoughby.

Letter from [Frances, Duchess of Marlborough] (Canford [Wimborne, Dorset]) to Jennie [Lady Randolph Churchill] in which she discusses the health of "R" [Lord Randolph Churchill] and says that she hopes that he will be "prudent & docile"; gives news of "Jack" [John S Churchill] and WSC; discusses financial affairs and a bill from the Munro Club and the abscondment of Healy, a servant.

Letter from [Frances, Duchess of Marlborough] (B Dene, Bournemouth [Hampshire]) to Jennie [Lady Randolph Churchill] in which she asks her to read the letter which she has written to "R" [Lord Randolph Churchill], says that it is useless to talk of her feelings, and that she would like support in her advice that "Jack" [John S Churchill] and WSC should not be allowed to travel to meet them.

Letter from [Frances, Duchess of Marlborough] (50 Grosvenor Square [London]) to Jennie [Lady Randolph Churchill] in which she discusses the sorrow caused by the death of "the poor little [?] Win"; the letting of a house; her fear of "Georgie" [Lady Howe, earlier Lady Curzon and Lady Georgiana Churchill] having an accident while riding; and says that she has been reading "Sea Wolves" and "Under Sealed Orders" and that WSC has written her a nice letter.

Letter from [Frances, Duchess of Marlborough] (Ramsey Abbey, Huntingdon) to Jennie [Lady Randolph Churchill] in which she says that "Jack" [John S Churchill] is well and that she has not heard from WSC, that she has visited Leominster [Herefordshire] and is not satisfied with Escott's book [about Lord Randolph Churchill]. She also discusses [5th] Lord Rosebery's loss of nerve and speaks of the "dreadful ending" to Randolph's life.

Letter from [Frances, Duchess of Marlborough] (Ramsey [Abbey, Huntingdon) to Jennie [Lady Randolph Churchill] in which she discusses the letters she has received from "Jack" [John S Churchill] and WSC, the death of Sir Samuel Wilson, the possibility of a dissolution of parliament. She also comments on Jennie's financial situation and the expense of renting a house in Portman Square [London].

Part of a letter from [Marquis of Breteuil] (Villa Breteuil, Tarbes [France]) to Lady Randolph [Churchill] in which he apologises for not writing to her sooner; describes the poor weather; says that he is looking forward to seeing her [in London]; asks her to give him the name of the hotel next to her house, describes the countryside and recommends that she should visit with her children [WSC and John S Churchill].