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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 sub-series contains letters concerning Deanscroft house and pupils.

This sub-series focuses on letters related to the history of Wharflands house, its pupils and staff.

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.

A letter from Simon Camamile to Jon and Kim Wills thanking them for the visit to School House and naming the rooms after his family.

This series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.

A letter from the Headmaster Nigel Lashbrook to Greg Andrews regarding John Buchanan's letter to his friend Edward Leigh.

A letter from Air Vice-Marshal Simon Bryant thanking the Headmaster Dr Joe Spence for an enjoyable day at the C.C.F. Biennial Inspection on 5 May 2006.

A letter from John Buckingham to Jon Wills regarding naming the Deanscroft house photograph of Summer 1963, enclosing list of names. Two pages A and B.

An email from Jon Wills to all teaching staff regarding the history of Buggy Jerwood's oar and the 1908 London Olympics in which Jerwood competed. Rev F.H. Jerwood became the first Housemaster of Wharflands in 1920. There is also a list of five Old Oakhmian Olympians.