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Ten letters (one incomplete), four telegrams and seven postcards, 1948-1949, 1952-1955 and undated, to John Cowper Powys from his brother Littleton Charles Powys, mostly containing personal and family news. One of the telegrams informs of the death of Littleton's and John Cowper Powys's sister Gertrude in 1952 (with enclosed obituary), the remainder announcing the success of Littleton's eye surgery. There is also an enclosed poem by Myra Reeve, dated February 1954. Two of the envelopes (ff. 19 and 32) have been inscribed by John Cowper Powys.

Sixteen letters (three of which are incomplete), two telegrams and one postcard, 1922, [?1924], 1938, 1940-1942, 1946-1947 and undated, to John Cowper Powys from his brother Littleton Charles Powys, containing mostly personal and family news, including Littleton's reflections following the death of his second wife, Elizabeth (née Myers), in 1947, together with references to the Second World War, its politics and effects, and to wartime activities. Ff. 8 verso, 9 and 33 verso include ink drawings by Littleton.

Eighteen letters and seven postcards, 1950-1952, to John Cowper Powys from his sister, Lucy Penny, containing mostly family news, including the death of their sister Gertrude in April 1952 and Lucy's purchase of the cottage at Mappowder (accompanied by a flyer announcing the sale of the cottage by auction). A note from Lucy's and John Cowper Powys's sister Philippa (Katie) Powys is included in one letter and there is also an enclosed letter from Lucy to Phyllis Playter. One of Lucy's letters, dated Christmas Eve 1952, is written from Allington Sanatorium, Bridport. Included as part of this correspondence and filed within an envelope are five undated letters and one undated postcard to John Cowper Powys from Lucy which pre-date the death of Gertrude Powys but which cannot be placed with any certainty within the chronology of the collection.

Fifty-nine letters and seven postcards, 1944-1946, 1949, [?1950], 1951-1955, to Phyllis Playter from John Cowper Powys's sister, Lucy Penny. The letters contain mainly family news, including references to the deaths of Lucy's sister, Gertrude Powys, and her brother, Theodore Francis Powys, and to Lucy Penny's stay at Allington Sanatorium, Bridport, Dorset from 1952 to1953. Enclosed with one letter is a letter from Lucy to her brother, John Cowper Powys. There are occasional notes by Powys biographer Morine Krissdottir.

Thirty-nine letters and four postcards, 1956-1959, to Phyllis Playter from John Cowper Powys's sister, Lucy Penny, three of which are written from Timau, Kenya, where Lucy was staying from April to June 1959. The letters contain mainly family news. One letter, dated 17 June 1959, is inscribed by John Cowper Powys (f. 87). Together with three photographs, [?1959] (filed in envelope, ff. 88a-c), taken by Lucy Penny while staying in Timau with her daughter and son-in-law, Mary and Gerard Casey.

Twenty-five letters and one postcard, 1961-1962, to Phyllis Playter from John Cowper Powys's sister, Lucy Penny, with notes from Lucy's sister, Philippa (Katie) Powys added to four of the letters. The letters contain mainly family news, with references to members of the Powys circle of friends and acquaintances.

Fifty-four letters, 1970, to Phyllis Playter from John Cowper Powys's sister, Lucy Penny. The letters contain mainly family news, together with references to members of the Powys circle of friends and acquaintances.

Fourteen letters, 1971, 1977-1978, 1980, to Phyllis Playter from John Cowper Powys's sister, Lucy Penny. The letters contain mainly family news, together with references to members of the Powys circle of friends and acquaintances.

Seventy-six letters and one postcard, undated (no year noted), to Phyllis Playter from John Cowper Powys's sister, Lucy Penny. The letters contain family news, including the death of Lucy's brother, Littleton Charles Powys, with references also to members of the Powys circle of friends and acquaintances.

Letters, 1923-1963, to John Cowper Powys from his sister, Lucy Penny, containing mostly family news, together with some enclosed letters from other family members.

Sixteen letters and ten postcards, 1946-1949, to John Cowper Powys from his sister, Lucy Penny, containing mostly family news, including accounts of time spent in Kenya with her brother and sister-in-law William (Willie) and Elizabeth Powys and daughter and son-in-law Mary and Gerard Casey; together with four enclosed letters, one separate letter and two postcards to John Cowper Powys from his niece Mary Casey and one postcard to John Cowper Powys from both Lucy and their sister Philippa (Katie) Powys.

Thirty-two letters and two postcards, 1968, to Phyllis Playter from John Cowper Powys's sister, Lucy Penny. The letters contain mainly family news, with mention also of the death of the writer Gamel Woolsey.

Twenty-one letters and two postcards, 1923-1945, to John Cowper Powys from his sister, Lucy Penny, mostly containing family news, including the death of Lucy's husband, Hounsell, in February 1945, Lucy's accounts of time spent in Kenya with her brother and sister-lin-law William (Willie) and Elizabeth Powys, and the marriage of Lucy's daughter Mary to Gerard Casey in November 1945. There are also a few references to and observations on wartime activities. A note in Mary Penny (later Casey)'s hand is written across the top of one letter dated 1923. Also included are one enclosed letter to Lucy Penny from her sister Philippa (Katie) Powys and one enclosed letter to Phyllis Playter from Lucy. Included as part of this correspondence and filed within an envelope are three undated letters to John Cowper Powys from Lucy which pre-date the death of Lucy's husband, Hounsell Penny, but which cannot be placed with any certainty within the chronology of the collection.

Letters to Phyllis Playter from John Cowper Powys's sister, Lucy Penny.

Thirty-two letters, 1964, to Phyllis Playter from John Cowper Powys's sister, Lucy Penny. The letters contain mainly family news, including the death in Kenya of Lucy's nephew, Charles, son of William and Elizabeth Powys, and references to members of the Powys circle of friends and acquaintances, including the death of the poet John Redwood Anderson.

Twenty-nine letters and one postcard, 1966, to Phyllis Playter from John Cowper Powys's sister, Lucy Penny. The letters contain mainly family news, including the death of Lucy's sister-in-law, Violet Powys, wife of Theodore Francis Powys, together with references to members of the Powys circle of friends and acquaintances, including the death of the writer Louis Wilkinson.

Twenty-eight letters, 1967, to Phyllis Playter from John Cowper Powys's sister, Lucy Penny. The letters mainly contain family news, including the death by suicide of Alyse Gregory, widow of Lucy's brother, Llewelyn Powys, and mention of her will, together with frequent references to members of the Powys circle of friends and acquaintances.

Thirty-one letters, 1969, to Phyllis Playter from John Cowper Powys's sister, Lucy Penny. The letters contain mainly family news, including the health issues of Lucy's brother, William Ernest (Willie) Powys, and the decision to amputate his leg, together with references to members of the Powys circle of friends and acquaintances, including the death of writer and poet Valentine Ackland in November 1969.

Thirty-six letters and one postcard, 1960, to Phyllis Playter from John Cowper Powys's sister, Lucy Penny, with notes from Lucy's sister, Philippa (Katie) Powys added to two of the letters. The letters contain mainly family news, with references to members of the Powys circle of friends and acquaintances.

Thirty-four letters and two postcards, 1962-1963, to Phyllis Playter from John Cowper Powys's sister, Lucy Penny. The letters contain mainly family news, including the deaths of John Cowper Powys, his sister, Katie (Philippa) Powys, and his sister-in-law, Elizabeth Powys (née Myers), second wife of Littleton Charles Powys, together with references to members of the Powys circle of friends and acquaintances.