A letter from C.H. Gadney, newly appointed Chairman of the East India, Sports & Public Schools Club, to John Buchanan regarding a member representing Oakham School in the Club Committee, using the Club's facilities, and the support and links between the School and the Club. Two pages A and B.

A letter from Joan Armstrong to Roger Blackmore acknowledging receiving his latter of 17 June.

A letter from Roger Blackmore to Alan Grieve, Chairman, regarding OSEL accounts in 1985. Two pages A and B.

This series focuses on the boarding boys in Deanscroft, since its opening in 1948. The Headmaster himself was Housemaster, until 1971. Deanscroft boarding house was closed on Speech Day 1989, prior to its conversion into Stevens, a boarding house for girls. The boarding boys were moved to the newly built Haywoods House on Kilburn Road. The items include the complete set of house photographs and informal photographs showing boys around the house and on campus, as well as duty records.

This series focuses on School House pupils and staff in the 20th century. Most of the series is made of house photographs, various informal photographs as well as records books and punishment books.