Letter from "Jack" [John] S Churchill ([Elstree School, Hertfordshire]) to "Mama" [Lady Randolph Churchill] in which he says that she hopes she has won by betting on the Abbesse [one of Lord Randolph's racehorses] and asks her to write to him.

Letter from "Jack" [John S Churchill] ([Elstree School, Hertfordshire]) to "Mama" [Lady Randolph Churchill] in which he congratulates her on the success of the Abbesse [one of Lord Randolph's racehorses] and reports that he has been placed at the top of his form.

Letter from [John S Churchill] ([Elstree School, Hertfordshire]) to "Mama" [Lady Randolph Churchill] in which he discusses the purchase of a racehorse.

Letter from "Jack" [John] S Churchill ([Elstree School, Hertfordshire]) to "Mama" [Lady Randolph Churchill] in which he asks after various animals and says that he hopes to secure his remove.

Letter from "Jack" [John] S Churchill to "Mama" [Lady Randolph Churchill] in which he says that he was pleased with an article [about Lord Randolph Churchill] by Sir A[lgernon] West and discusses "Pink Poo's" puppies.

Letter from "Jack" [John] S Churchill to "Mama" [Lady Randolph Churchill] thanking her for sending him a letter from WSC, discussing some puppies and asking her to pay a bill from a "haberdasheranian".

Letter from "Jack" [John S Churchill] (Reverend J E C Welldon's, Harrow [School, Middlesex]) to "Mama" [Lady Randolph Churchill] enclosing a letter from "Grandmama" [Frances, Duchess of Marlborough, see CHAR 28/31/21], reporting that WSC visited him and asking after "Pinky Poo" [a pet dog].

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] including: his father's [John, 7th Duke of Marlborough's] displeasure over his letter [in which Randolph stated that he would refuse to wait for a year before marrying her]; the incessant friction [at Blenheim Palace] and the ill health of the pug. He asks her to write and describe her life in Paris [France].

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] including a report of an interview with his father [John, 7th Duke of Marlborough] in which his father had stipulated that they must provide proof of their feelings by waiting before marrying, and the news that his pet pug dog has died.

Letter from Lord Randolph Churchill (Blenheim Palace) to [Jennie Jerome, later Lady Randolph Churchill] including: his disappointment at not having received a letter from her; a meeting with Frank [Francis] Bertie in London; and an insult from Mr [?] Cust who had said that Randolph "always walked about with a pug who was exactly like me except he was black & I was white".

Letter from Lord Randolph Churchill (Blenheim Palace) to Jennie [Jerome, later Lady Randolph Churchill] in which he says he is distressed at not having received a letter from her; discusses a future visit to Smithfield cattle market in London; and looks forward to their married life together.

Letter from Lord Randolph Churchill (Blenheim Palace) to Jennie [Jerome, later Lady Randolph Churchill] in which he discusses the prizes won by his father's [John, 7th Duke of Marlborough's] sheep [at Smithfield] cattle market in London; describes arrangements for [Albert Edward, Prince of Wales] to meet the people of Woodstock [Oxfordshire] which he hopes will influence the future election; and asks her to write about what she is doing in Paris [France].

Letter from [Leonard Jerome] ("Dauntless") to Jennie [Jerome, later Lady Randolph Churchill] including: his loneliness; arrangements for sending a Japanese dog to England; and his happiness that Jennie and Clara [Jerome, later Frewen] have been well received by their new friends. Envelope present.

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] in which he says that he will not be able to come to Cowes [Isle of Wight] until her father's [Leonard Jerome's] answer [concerning their engagement] has arrived. He speaks of his feelings for her which he thinks would be described as "quite out of date in this practical 19th century" and adds that the pug is in "small health".

Letter from Lord Randolph Churchill (Blenheim Palace) to "Jeannette" [Jennie Jerome, later Lady Randolph Churchill] thanking her for her reassuring letter and reporting on the poor health of the pug.

Letter from WSC (The Head Master's, Harrow School [Middlesex]) to "Mummy"[Lady Randolph Churchill] in which he informs her that his [toothache] has got better, asks about the health of various animals and says that [Elizabeth] Everest has sent him a hamper.

Letter from WSC ([Harrow School, Middlesex]) to "Mummy" [Lady Randolph Churchill] in which he discusses purchasing a bull dog, asks her to make a doctor's appointment for him and to write to [James] Welldon to thank him for arranging private lessons for him.

Letter from WSC (50 Grosvenor Square [London]) to "Mamma" [Lady Randolph Churchill] informing her that "Missy" [a pet] has recovered and that Captain [Walter] James [tutor at the crammer school to which WSC was sent] has predicted that he will pass [the Sandhurst entrance examination].

Letter from WSC (4th Hussars, East Cavalry Barracks, Aldershot [Hampshire]) to "Mummy" [Lady Randolph Churchill] in which he says that he is no longer suffering from stiffness, reports that [Lilian, Duchess of Marlborough, later Lady William Beresford] has given him "carte blanche" to get a charger, that he has seen [Frances, Duchess of Marlborough whom he describes as "not particularly malevolent" and that he has declined an invitation to speak to the electors of Barnesbury.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] discussing financial affairs and his search for a charger; saying that he had made friends and that Dudley Marjoribanks [later 3rd Lord Tweedmouth] has been sent to Canada because of an "inconvenient desire" for an actress.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he says that his leg is improving, apologises for not being able to deliver her messages to Sir Henry [Drummond] Wolff or Lord Wolverton, reports that Colonel [John] Brabazon has been ill and asks her to reconsider allowing a horse to run under his name.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] concerning financial affairs in which he details the amounts he has spent and asks her to send him money to buy a charger. He also reports that his leg is improving, that he has ridden in a point to point, comments that he is glad that he has made friends and discusses horse racing and the possibility that a colt may run under his name.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he discusses financial affairs and asks her to send him money, describes the wedding of Duchess Lily [Lady William Beresford, earlier Lilian, Duchess of Marlborough] to [Lord William Beresford] and a visit to Newmarket [Suffolk] where he saw the "Allotment colt".

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] thanking her for sending him a cheque and discussing financial affairs, reporting that he has met Prince Alfred of Cobury and the Duke of Connaught and on progress in buying a charger.

Letter from WSC (4th Hussars, Aldershot [Hampshire]) to "Mamma" [Lady Randolph Churchill] in which he describes the charger bought for him by Duchess Lily [Lady William Beresford, earlier Lilian, Duchess of Marlborough]; discusses his plans for Ascot [races, Berkshire] and scandal over "Ronny" [Ronald] Moncrieffe; speculates about the finances of Sarah [Wilson, earlier Lady Sarah Churchill] and expresses pleasure at "Jim" [James] Baillie's electoral success.