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].

Letter from Blanche [Lady] Airlie (Airlie Castle, Clythe [Scotland]) to Mrs West [Lady Randolph Churchill] congratulating her on WSC's engagement to Clementine [Hozier, later CSC] and commenting on her fondness for Clementine.

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 WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] in which he reports that [Lord Randolph Churchill] has taken him to the Orleans Club.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] in which he expresses his disappointment at not being able to spend his holidays with her and asks whether Mr Best may be able to teach him and "Jack" [John S Churchill].

Letter from WSC ([2 Connaught Place, London]) to [Lady Randolph Churchill] in which he reports that he has received school prizes for English and Scripture, describes Christmas day and an unwelcome invitation to Blenheim Palace from [Frances, Duchess of Marlborough] and says that "it is very dull without you".

Letter from WSC (45 Hill Street, Berkeley Square [London]) to [Lady Randolph Churchill] informing her that [Elizabeth] Everest is ill and that he and "Jack" [John S Churchill] are staying with Dr [Robson] Roose and feel "destitute".

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to [Lady Randolph Churchill] in which he says that he is looking forward to seeing her and [Lord Randolph Churchill], discusses the Harrow School entrance examination and his progress at school and requests dictionaries.

Letter from WSC ([Harrow School, Middlesex]) to [Lady Randolph Churchill] detailing his reports for the previous week, expressing his hopes for future good reports and asking her not to be cross with him saying "I am not lazy & untidy but careless & forgetful". Envelope present.

Letter from WSC (The Head Master's, Harrow School [Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he expresses his disappointment that she did not come to visit him and asks her to visit him on the next day.

Letter from WSC (Reverend [James] Welldon's, Harrow School [Middlesex]) to "Papa" [Lord Randolph Churchill] discussing arrangements for speech day and the areas of the school which he could show his father.

Letter from WSC (Reverend [James] Welldon's, Harrow School [Middlesex]) to "Mamma" [Lady Randolph Churchill] asking her to persuade [Lord Randolph Churchill] to attend speech day and to allow [Elizabeth] Everest to visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] reproaching her for forgetting him, asking her to send him money, to arrange an appointment with the oculist, and to sign a form permitting him to begin fencing.

Letter from WSC (The Head Master's, Harrow School [Middlesex]) to "Mamma" [Lady Randolph Churchill] promising to give up smoking for six months, reporting that "Jack" [John S Churchill] is "very low" and describing the decoration of his room. Illustrated with drawings of Harrow school boys and uniform.

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mummy" [Lady Randolph Churchill] asking her to send him money and informing her that he is going to see "Jack" [John S Churchill].

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he says that he has visited "Jack" [John S Churchill] and asks her to allow them to attend the wedding of [Lady] Sarah [Churchill, later Sarah Wilson to Gordon Wilson], not to send him to a French family for his holidays and to send him some "filthy lucre" [money].

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he thanks her for sending him money, asks her to allow him to attend the wedding of [Lady Sarah Churchill, later Sarah Wilson to Gordon Wilson] and begs her not to make him spend his holidays with a "nasty, fusty and beastly" French family.

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mummy" [Lady Randolph Churchill] concerning her refusal to read his letter [see CHAR 28/16/52] on which he comments "I expect you were too busy with your parties and arrangements for Christmas". He discusses arrangements for her to meet "the Frenchman" and says that if she does not read his letter that he will not write to her in future.

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mummy" [Lady Randolph Churchill] asking her not to be unkind and to answer his letter and inform him about "the Frenchman".