Letter from WSC (Chesterfield Lodge, Cromer [Norfolk]) to "Mama" [Lady Randolph Churchill] in which he says that he is not enjoying himself as his governess is "very unkind and strict and stiff", that he is looking forward to seeing her and that his "temper is not of the most amiable" due to a bilious attack.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] informing her of his safe arrival and asking her to visit him.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] thanking her for her letter and reporting that one of the boys has a camera.

Letter from "Winny" [WSC] (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] thanking her for her letter, describing the weather and a visit to the swimming baths during which he swam a width of the pool.

Letter from "Winny" [WSC] (29 & 30 Brunswick Road [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] enclosing a photograph [not present] of himself and asking for money.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Papa" [Lord Randolph Churchill] in which he says he cannot understand why his father did not visit him when he was in Brighton and asks for money for a stamp album.

Letter from WSC (29 & 30 Brunswick Road [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] describing a firework display, referring to a portrait of her which had appeared in the [Daily] Graphic and asking her to send his love to [Elizabeth] Everest.

Letter from WSC ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] in which he says that he is unhappy, asks her to visit him when the elections are over and to send his love to "Oom" [Elizabeth Everest] and "Jack" [John S Churchill].

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Papa" [Lord Randolph Churchill] in which he says that he hopes that his father will be elected as MP for Birmingham [Central] and says that if Colonel Tottenham, the father of another school boy, is elected for Winchester, they may have a "supper".

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] apologising for not writing to her and asking her to send his love to "Womany" [Elizabeth Everest] and "Jack" [John S Churchill].

Letter from WSC ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Mummy" [Lady Randolph Churchill] in which he says that he hopes that she is not at risk from the London mobs and asks her to allow "Oom" [Elizabeth Everest] and "Jack" [John S Churchill] to remain in Brighton longer.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] in which he says that he has enjoyed a dinner with [Elizabeth] Everest and "Jack" [John S Churchill] and asks when the bazaar for the working mens clubs will take place.

Letter from WSC ([29 & 30 Brunswick Road, Hove, East Sussex]) to "Om" [Elizabeth Everest] in which he says that he is feeling weak and "as if I could cry at every thing".

Letter from WSC ([29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mummy" [Lady Randolph Churchill] in which he says that he would like her to visit him and expresses his pleasure that [Lord Randolph Churchill] has been elected as MP for South Paddington.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] asking her whether she will allow him to learn the violincello instead of the piano, speculating on the Conservatives electoral prospects and asking for money as he is "bankrupt".

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mamma" [Lady Randolph Churchill] in which he asks whether [Lord Randolph Churchill] is likely to become Secretary of State for India and about holiday plans and thanks her for a Post Office Order.

Letter from WSC to "Mamma" [Lady Randolph Churchill] in which he says that he has been enjoying himself catching butterflies and sends love from "Jack" [John S Churchill].

Letter from WSC (29 & 30 Brunswic[k Road], Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] in which he describes a visit to the swimming baths and improvements being made to the Parade in Brighton which he considers a "great waste of money".

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] describing his pleasure in writing "'Ye sealed Epistle' unto thee" and promising to use the best possible language. He refers to a visit to the swimming baths and a lecture about Shakespeare.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] in which he reports that he has received a letter from "Papa" [Lord Randolph Churchill] and asks her to send him some of her autographs.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Papa" [Lord Randolph Churchill] thanking him for sending him stamps and autographs, commenting on a fire at 2 Connaught Place [London], reporting on his progress at school and wishing him success in his speech at Bradford [Yorkshire] "I hope you...cut the ground from under the feet of the Liberals".

Illustrated card from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mummy" [Lady Randolph Churchill] asking her to come and play at the school concert.

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mama" [Lady Randolph Churchill] in which he says that he is waiting for an answer [to his request that she should play in the school concert].

Letter from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Mummy" [Lady Randolph Churchill] in which he says that he hopes that she will visit him with [Elizabeth] Everest and "Jack" [John S Churchill] and proposes a Christmas party.

Illustrated card from WSC (29 & 30 Brunswick Road, Brighton [Hove, East Sussex]) to "Papa" [Lord Randolph Churchill] in which he reproaches his father for not visiting him when he was in Brighton, describes visiting a museum and asks his father to send more copies of his autograph.