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This series relates to the history of Oakham School Army, Naval and Air Force contingents since 1910, and of the Boy Scouts. Most of the collection is made of photographs from the mid-20th century.

This sub-series relates to the history of the Cadets at Oakham School since 1910. The bulk of the collection is made of photographs of inspection throughout the 20th century.

A bound copy of several Old Oakhamian Magazines from 1985 to 1990.

The Old Oakhamian Magazine, published in September 1989. Contents: Our First Lady President; Annual Dinner; O.O. Day and A.G.M.; Regional Reunions; School News - Round-up; O.S.E.L.; O.S.C.A.; Oakham Festival Week; Music; Drama; C.C.F.; Duke of Edinburgh's Award Scheme; O.S.E.S.; Sport; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; O.O. News; Letters; Nostalgia; O.O. Golf Society; O.O. Rifle Club; O.O. Lodge; Club Colours/School Shop; Notices; Diary Dates; Rugby Fixtures.