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This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

The Old Oakhamian Magazine, published in 1975. Contents: Editorial; This Year's President; Annual Dinner; Annual General Meeting and O.O. Day; Regional Meetings; School News; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Changes of Address; Masonic Lodge; Notices; Diary Dates; Golf; Stop Press. Thirteen double-pages A to M.

A photograph (A) of David A. Mittel Jr and Patrick Wilson, with a hand-written note from Mr Mittell; enclosed is a poetic description (B) of the English countryside, 'England in Early June', by David A. Mittell.

A bound copy of several Oakhamian Magazines from February 1988 to February 1991.