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A photograph of the Headmaster Tony Little, the Chairman of Trustees Tom White and Professor Baynes, Guest of Honour on Speech Day 1999.

A photograph of the Headmaster Tony Little giving a speech on his last Speech Day, in 2002.

A photograph of the Headmaster Tony Little and members of the 2001 Decem, including the Head Boy and Head Girl, Guy Hurwood and Kate Campbell, and Katie White and James Bowerman.

Two similar photographs (A and B) of the Headmaster Tony Little and painter Binny Matthews at Speech Day 2002.

A photograph of the Headmaster Tony Little, his wife Jenny and their two dogs. Date is unknown.

A group of negatives (A), index (B) and photographs (C to AK) of the 30 years of Co-Education celebration outside the Library, gathering former headmasters and their wives, and the first girls' cohort.

A photograph of Father Douglass visiting the School in 1928. The photograph shows Father Douglass, Rev Scriven, Rev Edward Vere Hodge, Rev Frank Jerwood, Helen Hodge and Walter Lee Sargant in front of the Chapel.

A transcript written by John Barber in 1992 of F.C. Doherty's pamphlet published in 1932, titled 'The Story of Oakham Church, School and Castle', price sixpence. A copies are almost unattainable, Mr Barber wrote a copy to be kept permanently in the School Archives. Three pages A to C.

A copy of 'The Co-Education Story' written by John Buchanan discussing the introduction of girls in 1971. Item was printed for a family reunion to celebrate 30 years of Co-Education. Fifteen pages A to O.

A book (A) by Bryan Matthews, 'The Book of Rutland', given to Nigel Straton as a formal present for the Nelson Firth prize, awarded at Speech Day 1980 by the Headmaster Richard Bull. Enclosed is a letter (B) from Richard Bull to Nigel Straton; and a letter (C) from R.M. Chillery to the School, who found the book in a charity shop.