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] (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] (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].

Copy of a letter from [W Bernau of Lloyds bank] to WSC marked 'private and confidential' discussing Randolph Churchill's finances and expressing concern at his overdraft. He notes that WSC does not want any of Randolph's cheques to be returned but asks "what are we to do if he does not keep his eye on funds". Manuscript.

Draft of a letter from [W Bernau of Lloyds bank] to WSC discussing Randolph Churchill's finances and his failure to adhere to an agreement with the bank regarding his overdraft. Unsigned manuscript.

Copy of a letter from [W Bernau of Lloyds bank] to WSC informing him that [Randolph Churchill's] account is overdrawn beyond the limit permitted by the bank and informing him that allowance of 100 pounds will be credited to him. Carbon typescript signed with initials.

Letter from WSC (Chartwell, Westerham, Kent]) to W Bernau [of Lloyds bank] promising to speak to Randolph Churchill, instructing Bernau to pay Randolph's allowance and commenting that Randolph's income is increasing. Signed typescript.

Letter from WSC (Chartwell, Westerham, Kent] to W Bernau [of Lloyds bank] on Randolph Churchill's finances including measures to reduce his overdraft and his life assurance policy. Signed typescript.

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 [Lady Randolph Churchill](Paris [France]) to [Lord Randolph Churchill] in which she gives instructions for [Elizabeth] Everest and the care of the baby [WSC]; expresses approval for his letter to [John, 7th] Duke [of Marlborough concerning Lord Blandford, later George, 8th Duke of Marlborough]; comments on the behaviour of [W H] Trafford; discusses financial affairs and the attachment between Clara [Jerome, later Clara Frewen] and Prince de Claremont.

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 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 (Hotel Couronne & Poste [?Brigue, Switzerland]) to "Mamma" [Lady Randolph Churchill] in which he says that he is looking forward to going to Sandhurst and that his French is impressive, objects to her comment that he has written "a scrap" [short letter] to "Grandmamma" [Frances, Duchess of Marlborough], expresses his determination to work hard at Sandhurst and asks her to suggest to [Lord Randolph Churchill] that he should be given an allowance.

Letter from WSC (50 Grosvenor Square [London]) to "Mamma" [Lady Randolph Churchill] asking her to persuade "Papa" [Lord Randolph Churchill] to give him an allowance and saying that he has been waiting for a letter from his father, who he hopes will be pleased that he [WSC] has got into the infantry at Sandhurst.

Letter from WSC ([Royal Military College, Sandhurst, Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he explains that "Grandmamma" [Frances, Duchess of Marlborough] had not given him any money and that he had been forced to borrow some. He expresses his relief that "Papa" [Lord Randolph Churchill] is pleased that he [WSC] has got into the infantry.

Letter from WSC (50 Grosvenor Square [London]) to "Mamma" [Lady Randolph Churchill] in which he says that he does "the model 'son' very well", reports that he will probably accept an invitation from [Samuel, 2nd] Lord Hindlip, and that he and "Jack" [John S Churchill] miss her very much and discusses financial arrangements.

Letter from WSC (Royal Military College, Sandhurst, [Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he reports that he is doing well and that he hopes that his examination results will please "Papa" [Lord Randolph Churchill], asks her to send him money and wishes her success with her concert.

Letter from WSC (50 Grosvenor Square [London]) to "Mamma" [Lady Randolph Churchill] in which he describes his financial situation as "most unsatisfactory" and says that he has been forced to pawn several items; thanks her for sending him photographs of her and "Papa" [Lord Randolph Churchill] in which she says she looks beautiful and describes his plans for Christmas.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he discusses financial affairs, the payment of his allowance and her irritation with him. He informs her that he is attending the levee of [Albert Edward, Prince of Wales] and describes the celebrations for Queen Victoria's birthday which will be attended by "Molly" [Adela] Hacket and his progress at polo.

Letter from WSC (4th Hussars [Bangalore] India) to "Mamma" [Lady Randolph Churchill] discussing financial affairs, his acceptance of liability for a loan provided the amount is shared with "Jack" [John S Churchill], and her extravagance. Envelope present.

Letter from WSC (Peshawar [India]) to "Mamma" [Lady Randolph Churchill] in which he discusses financial affairs, expresses relief that "Jack" [John S Churchill] will be jointly liable for a loan which she is taking, asks her to reply to his letters, and makes observations on relations with the tribes which make it likely that there will be no fighting. Includes envelope.