Letter from WSC ([29 &30 Brunswick Road, Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] in which he details the terms under which he would be prepared to have a tutor during the holidays (including "That I don't do a stoke of work").

Letter from WSC ([29 &30 Brunswick Road, Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] responding to the news that "Mr Pest" [James Best] is to be his tutor during the holidays and promising to behave well provided that he is not made to work.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he informs her that he has joined the [army] corps, describes a mock battle with Haileybury school at Rickmansworth [Hertfordshire] and asks her and [Lord Randolph Churchill] to come and visit him. Illustrated with a plan of the battlefield.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] asking her to come and visit him and informing her that he does not have sufficient money to pay his subscriptions.

Essay by WSC on the physical geography and history of Palestine [Israel] and its people in the time of John the Baptist (25 BC to AD 1).

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] informing her that he is happy and is enjoying himself and asking her to visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] expressing his regret that she could not visit him, informing her that he is considered one of the best trebles in the choir, and asking her to allow [Elizabeth] Everest to bring him some money.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] informing her of his progress in the rifle drill and asking her to come and visit him. Includes illustration of soldiers and a cannon on the dorse.

Letter from WSC ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] in which he apologises for not writing to her, reports that he has learnt 1,000 words of Macaulay and hopes that he will be awarded a "copy", a prize for English History.

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] in which he describes the clothes he would like to wear when collecting a school prize and asks her to allow [Elizabeth] Everest to bring them to him and to help him pack.

Letter from WSC ([Harrow School, Middlesex]) to [Lady Randolph Churchill] thanking her for allowing "Jack" [John S Churchill] and [Elizabeth] Everest to visit him and asking her to visit him and bring him a hamper.

Letter from WSC ([Harrow School, Middlesex]) to [Lady Randolph Churchill] expressing his pleasure that she is coming to visit him and promising her that he will be "specially got up for the occasion".

Letter from WSC ([Harrow School, Middlesex]) to "Papa" [Lord Randolph Churchill]in which he reports that he has secured his remove and that his form master is impressed with his progress, describes a mock battle and says that he intends to learn 1,000 lines of Shakespeare.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] reporting that he was not awarded the Shakespeare prize and apologising for not writing.

Letter from WSC ([2 Connaught Place, London]) to "Mamma" [Lady Randolph Churchill] thanking her for her "dis-ennuye-ing" letter, describing his illness and discussing the possibility that "Little Kim" [Lord Kimbolton later 9th Duke of Manchester] may have got lost.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he says that he is glad that she has returned home and asks her to visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] in which he says that he feels weak and ill and asks her to allow "Woomany" [Elizabeth Everest] to visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] thanking her for allowing "Woomany" [Elizabeth Everest] to visit him and asking her to allow her to continue to visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Papa" [Lord Randolph Churchill] thanking him for the money to buy a bicycle and apologising for not writing sooner.

Letter from WSC ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] in which he says that he is enjoying being in [James] Welldon's house and asks her to send him money and to visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he says that he is well and describes his success at a rifle range.

Letter from WSC ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] in which he reports that he has fallen on the back of his head and asks her to come and visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] thanking her for allowing "Woom" [Elizabeth Everest] to visit him although he says that he was disappointed at not seeing her [Lady Randolph] and asks her to visit him.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] thanking her for allowing "Woom" [Elizabeth Everest] visit him and saying that the doctor has advised him that he should rest and that he would like to come home.

Letter from "Winny" [WSC] ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he describes his bicycle accident, asks her to visit him and to allow [Elizabeth] Everest to visit as he is bored.

Letter from WSC ([Harrow School, Middlesex]) to [Lady Randolph Churchill] asking her to send him money.

Letter from "Winny" [WSC] ([Harrow School, Middlesex]) to "Mamma" [Lady Randolph Churchill] describing the extent of an outbreak of measles at school and asking her to allow him to return home, commenting "I should have imagined that as 300 mamas &300 papas like to have their 'offsprings' home you would like to have me".

Letter from WSC to "Mamma" [Lady Randolph Churchill] informing her that he and "Jack" [John S Churchill] have arrived safely and that "Jack" felt tired and attributed it to a fishbone which he had swallowed six months previously and describing a visit to a landslip.

Card from WSC (Harrow on the Hill [Middlesex]) to "Mama" [Lady Randolph Churchill] informing her of his safe arrival and that he is sharing a room with Count Eric Steenbock [Stenbock, the son of a Swedish-Norwegian Minister] and is not spending his money rashly.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he says that he does not need money, commenting "my Excheqeur is quite full at the moment" and asks her not to go to Mashonaland [Rhodesia].

Part of a letter from WSC ([Harrow School, Middlesex]) to [Lady Randolph Churchill] asking her to come and speak to [James] Welldon and "stick up for" him.

Letter from WSC ([Harrow School, Middlesex] on the notepaper of Lexden House, Colchester) to "Mummy" [Lady Randolph Churchill] asking her to come and visit him.

Letter from WSC (The Head Master's, Harrow School [Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he says that he is getting on well and will sit his preliminary examination for Sandhurst in June, and asks to be allowed to do additional drawing classes and to continue fencing.

Letter from WSC (The Head Master's, Harrow School [Middlesex]) to "Papa" [Lord Randolph Churchill] in which he says that he is getting on well and that "Mamma" [Lady Randolph Churchill] sent him some oranges from Monte Carlo [Monaco] and that he has received a letter from "Jack" [John S Churchill] about Elstree [Hertfordshire].

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] informing her that he has secured his remove and has started learning German and commenting on the success of the "Habbesse" [the Abbesse, one of Lord Randolph Churchill's racehorses].

Letter from WSC ([Harrow School, Middlesex]) to "Papa" [Lord Randolph Churchill] in which he informs him that he has been congratulated about the "flukey filly" [the Abbesse, one of Lord Randolph Churchill's racehorses]; says that he would like to enter the army through the militia as he does not enjoy being in the army class at Harrow and reports comments he has heard about his father's parliamentary bill [concerning licensing regulations].

Letter from WSC ([Harrow School, Middlesex]) to "Papa" [Lord Randolph Churchill] in which he informs him that he is not able to sit his preliminary examination this term and that he has been celebrating the success of the Abbesse [one of Lord Randolph's racehorses].

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he expresses approval for a play at the Adelphi theatre [London] called "An English Rose" [by George Sims and Robert Buchanan]. Illustrated with a drawing of a Harrow schoolboy surrounded by luggage.

Letter from "Winny" [WSC] (The Head Master's, Harrow School [Middlesex]) to "Mamma" [Lady Randolph Churchill] in which he asks her to write to him concerning patterns and to send him some "oof" [money].

Letter from WSC ([Harrow School, Middlesex]) to "Papa" [Lord Randolph Churchill] thanking him for sending him game, reporting that the army class master thinks that he will pass his examination and that he has been forced to wear a truss and commenting on the Eccles [Lancashire] by election [in which a Conservative lost the seat to a Liberal].

Letter from WSC ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] in which he says that he has received no information about her or Grandpapa [John, 7th Duke of Marlborough] and asks her to write to him by return of post and send him money.

Letter from WSC ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] in which he says that he is getting on well and asks her to send him money for a visit to see "Jack" [John S Churchill].

Letter from WSC (The Head Master's, Harrow School [Middlesex]) to "Mamma" [Lady Randolph Churchill] asking her to make arrangements for someone to attend speech day.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he expresses pleasure that he is not going abroad for his holidays, describes arrangements for a camp and asks her to give him money and to buy him a pair of butcher boots. He encloses the camp regulations [not present] and suggests that she might approach officers at Aldershot [Hampshire] to introduce themselves to him.

Letter from WSC ([Cliveden, Buckinghamshire]) to "Mummy" [Lady Randolph Churchill] in which he informs her that he is well, describes a punting trip with [Lady Sarah Churchill, later Sarah Wilson] and a visit to Newmarket [Suffolk].

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] reproaching her for not replying to his last three letters, commenting "If [Elizabeth] Everest did not write to me I should hardly imagine that there was such a place as Banstead [Manor, Newmarket, Suffolk], and asking her to contact him about a [surgeon's] appointment.

Letter from WSC (The Head Master's, Harrow School [Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he reproaches her for not replying to his last three letters, asks her to make a surgeon's appointment for him, and discusses his intention to sell his bicycle to buy "Dodo", a bull dog.

Letter from WSC ( Harrow on the Hill [Middlesex]) to "Mamman" [Lady Randolph Churchill] in which he asks her to give her permission for him to have new clothes.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] informing her that he has won a cup for fencing, thanking her for oranges and reporting that he has to wear glasses.

Letter from WSC ([Harrow School, Middlesex]) to "Mama" [Lady Randolph Churchill] informing her that he is working hard at his fencing in which he represents the school, asks her to send his love to Lady [Laura] W[ilton] and to send him money to "replenish the exchequer".

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] asking her to visit him on the following Saturday.

Letter from "Winny" [WSC] ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] asking her to visit him on the following Wednesday.

Letter from WSC ([Harrow School, Middlesex]) to "Woom" [Elizabeth Everest] asking her to send him his silver watch.