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".

Letter from WSC (Harrow on the Hill [Middlesex]) to "Mummy" [Lady Randolph Churchill] informing her that [James] Welldon has given his permission for WSC to go home for Sunday and begging her to let him have additional days at home and not to be angry with his "silly letters".

Letter from WSC ([Versailles, France]) to "Mummy" [Lady Randolph Churchill] describing Christmas day, discussing plans to see Baron [Moritz] Hirsch, the Marquis de Breteuil and [W H] Trafford, reminding her that she promised to allow him an extra week's holiday and saying that he is counting the hours until he returns home.

Letter from WSC ([Versailles, France]) to "Mamma" [Lady Randolph Churchill] reproaching her for not writing to him and for forgetting him. Includes a card wishing her a happy new year illustrated with an ink drawing of a woman holding a menu.

Letter from WSC ([Versailles, France]) to "Jack" [John S Churchill] thanking him for his letter and refusing his offer of money and describing toy soldiers which he has seen at the "Bon Marche".

Letter from WSC (Continental Hotel, Milan [Italy]) to "Papa" [Lord Randolph Churchill] replying to his letter [see CHAR 1/2/66-68]. WSC says that he will try and alter his father's poor opinion of him through his work and conduct at Sandhurst and describes Milan.

Letter from WSC (Hotel Continental, Milan [Italy]) to "Mama" [Lady Randolph Churchill] in which he expresses his disappointment at [Lord Randolph Churchill's] displeasure with him over his results in the [entrance] examination [for Sandhurst] after his hard work. He discusses his marks in individual subjects and says that he has a chance to alter his father's opinion of him.

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 ([Royal Military College, Sandhurst, Camberley, Surrey] on the notepaper of 15 Grosvenor Square) to "Mamma" [Lady Randolph Churchill] in which he says that her letter had made him unhappy and explains that he makes a considerable effort over his letters to "Papa" [Lord Randolph Churchill]. He also discusses his father's refusal to grant him permission to play polo, describes an accident suffered by his riding companion and comments on his own physical feebleness.

Letter from WSC (Blenheim Palace) to "Mamma" [Lady Randolph Churchill] in which he discusses arrangements to come to Hindlip [Worcestershire], describes hunting and shooting and his high opinion of "Sunny" [Charles, 9th Duke of Marlborough] and says that he is looking forward to seeing "Polly" [Adela] Hacket.

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 (Hotel Brittanique, Bruxelles [Brussels, Belgium] on the notepaper of 50 Grosvenor Square) to "Mamma" [Lady Randolph Churchill] describing his journey, Count [Charles] Kinsky's kindness to "Jack" [John S Churchill] and himself and his impressions of Brussels. He expresses relief at the news that [Lord Randolph Churchill] is better but concern that she is unhappy and says that he has got a photograph of her wearing a star in her hair.

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 (Royal Military College, Sandhurst [Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he reports that he has received a letter from "Papa" [Lord Randolph Churchill] about his [gold] watch and that his father seems "very cross". He also thanks her for her letter saying "You are the best and sweetest mummy in all the world".

Letter from WSC (Royal Military College, Sandhurst [Camberley, Surrey]) to "Mamma" [Lady Randolph Churchill] in which he discusses his plans to visit [London] at the weekend and asks her to write to inform him whether "Papa" [Lord Randolph Churchill] is still angry with him.