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This series focusses on the headmastership of Tony Little (1996-2002) and contains items relating to the life at School in the 1990s and early 2000s, its staff and pupils.

This file focusses on letters received/sent by the Headmaster Tony Little during his headmastership (1996-2002).

A bound copy of several Oakhamian Magazines from 1884 to 1887. Inside the cover is a library sticker with the code 8JNX.

A bound copy of several Oakhamian Magazines from 1942 to 1948.

Oakham School Magazine, recording the Spring term 1890 (published in Summer term 1890). Contents: Early Rising; Four Months at Sea as an Apprentice; Jackdaws; Further Reminiscences of the late General Field; Poetry; The Athletic Sports; Entertainments; Debates; Library; Paperchases; Football; School Notes. Nine double-pages A to I.

Oakham School Magazine, recording the Winter term 1890 (published in Spring term 1891). Contents: The Concerts; Lutterworth; Golf; A Visit to the Post Office; Poetry; Western Australia; Paperchases; Old Oakhamian Club; Entertainment; Football; School Notes. Nine double-pages A to I.

Oakham School Magazine, recording the Winter term 1891 (published in Spring term 1892). Contents: The Concerts; School Notes; Old Oakhamian Club; Skating in the Fens; Analogies of Thought; Poetry; Proverbs; In Memoriam; Balance sheet (Library); Football; Correspondence. Nine double-pages A to I.

Oakham School Magazine, recording the Winter term 1893 (published in Spring term 1894). Contents: The Concerts; School Notes; Top Hats; A Visit to a Coal Mine; A Tour on Wheels and off them; Haddon Hall; Poetry; The Origin of Rugby Football; Football; Correspondence. Nine double-pages A to I.

Oakham School Magazine, recording the Spring term 1894 (published in Summer term 1894). Contents: Frontispiece; Entertainment; School Notes; Jackdaws; Italy; Alnmouth; The Debates; Football; The Athletic Sports;, Correspondence and Editorial. The first page is a photograph of the Rugby 1st XV 1893-1894, the first ever photograph published in the School Magazine. Eight double-pages A to H.

Oakham School Magazine, recording the Winter term 1894 (published in Spring term 1895). Contents: Frontispiece; Editorial; School Notes; The Concerts; In Memoriam; The Gymnasium; Some Experiences of the Slums of London; Football; Correspondence. The first page is a photograph of the Rugby 1st XV 1894-1895. Eight double-pages A to H.