Letter from Frances, Duchess of Marlborough, Woodlands, Uxbridge, to WSC, family news.

Letter from Frances, Duchess of Marlborough, Ramsey Abbey, Huntingdon to WSC, his success in the Sandhurst Entrance Examination, Lord and Lady Randolph's visit to Germany, and other family news.

Letter from Clara Hall Jerome [WSC's grandmother], 53 Seymour Street, Portman Square, to WSC, on his finances, and his success in the Sandhurst Entrance examination.

Letter from Frances, Duchess of Marlborough, Canford Manor, Wimborne, Dorset, to WSC, family news.

Letter from "Woom" [Elizabeth Everest] 2 Connaught Place, London to WSC, family news.

Letter from "Woom" [Elizabeth Everest] [2 Connaught Place, London] to WSC, family news and advice, hoping to visit him shortly at Harrow.

Letter from "Woom" [Elizabeth Everest], Banstead, to WSC, on his finances, and family news.

Letter from "Woom" [Elizabeth Everest], Banstead, to WSC, family news.

Letter from "Woom" [Elizabeth Everest], Banstead, to WSC, family news, and offering sympathy on toothache.

Letter from "Woom" [Elizabeth Everest] to WSC, family news.

Letter from Laura, Lady Wilton (later Lady Johnstone), Le Nid, Monte Carlo, to WSC, on Lord Randolph Churchill's health, and the death of George, 8th Duke of Marlborough.

Letter from Frances, Duchess of Marlborough, 50 Grosvenor Square, London, to WSC, granting him an allowance of £20 per month.

Letter from Lady Randolph Churchill, 2 Connaught Place, to WSC, asking for letter "I suppose when yr exchequer is at a low ebb I shall have the pleasure of hearing from you".

Letter from Lady Randolph Churchill, 2 Connaught Place, London, to WSC, on his "very bad" school report from Harrow Describing his work as an "insult to his intelligence", and contrasting him to his brother Jack "who comes out at the head of his class every week".

Letter from Lady Randolph Churchill, 21 Connaught Place, London to WSC, apologies for not being able to visit him at Harrow, also commenting that she was hoping to get Lord Randolph Churchill to "sacrifice that terrible beard", without success.

Letter from Lady Randolph Churchill, 2 Connaught Place, London, to WSC, on the illness of Leonard Jerome, [WSC's grandfather].

Letter from Lady Randolph Churchill, 2 Connaught Place, London, to WSC, on the illness of Leonard Jerome.

Letter from Lady Randolph Churchill, Banstead, to WSC, on his toothache, advising him to brush his teeth more frequently, also on the Newmarket races.

Letter from Lady Randolph Churchill, Banstead, to WSC, on his toothache, the Duchess of Marlborough's illness and the Newmarket races.

Letter from Lady Randolph Churchill, Oakley Court, Windsor, to WSC, apologies for not visiting him at Harrow, and hoping to see him the following week.

Letter from Lady Randolph Churchill to WSC, on his financial situation.

Letter from Lady Randolph Churchill, Banstead, to WSC, apologies for not visiting him at Harrow, and advising him not to sell his bicycle and buy a bulldog puppy "a dog is sometimes a nuisance".

Letter from Lady Randolph Churchill, Banstead, to WSC, sending £1 and complaining about the state of his finances, also on his toothache, complaining that he had had another tooth out ".

Letter from Lady Randolph Churchill, Iwerne Minster House, Blandford, to WSC, on his school report "You must try & have a better one next term as Papa will be back & will expect glowing accounts of yr work." Also commenting on a day's hunting, and "cutting a lovely somersault" at the 3rd fence.

Letter from Lady Randolph Churchill, 50 Grosvenor Square, London, to WSC, asking him to write, and criticising his new hat.