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The Old Oakhamian Magazine, published in 1985. Contents: Editorial; This Year's President; Richard Bull; O.O. Quatercentenary Dinner; A.G.M. and O.O. Day; Regional Reunions; 1984 - A Personal View; The Royal Visit; A Pilot through the Shoals; Life in the Twenties and the Eighties; School News; O.O. News; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; O.O. Golfing Society; O.O. Rifle Club; O.O. Masonic Lodge; Notices; Club Colours/School Shop; Rugby Fixtures; Diary Dates; Late News; An Oakham Overture to Poetry. Twenty-three double-pages A to W.

The Old Oakhamian Magazine, published in 1987. Contents: A Very Good School; View From The Bridge; This Year's President; Annual Dinner; O.O. Day; Regional Reunions; School News - General; O.S.E.L.; Trevor and Sheila Case; Music; Drama; Attic Theatre Company; C.C.F.; Duke of Edinburgh Award Scheme; O.S.E.S.; Operation Raleigh; Kids come First; Round Britain Whizz; A Life of Undetected Crime; Sport; O.O. News; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; Our Oldest O.O.?; O.O. Golfing Society; O.O. Rifle Club; O.O. Lodge; Club Colours/School Shop; Notices; British P.S.A.; Victoria; A History of Oakham Rugby; Rugby Fixtures; Diary Dates; Careers Information. Twenty-one double-pages A to U.

The Old Oakhamian Magazine, published in 1990. Contents: Summer Ball; A Proud Record; This Year's President; Annual Dinner; O.O. Day and A.G.M.; Regional Reunions; School News - Round-up; Endings; The Chapel;£50,000 in Five Years; Music; Drama; The Oakham Festival; C.C.F.; Duke of Edinburgh and OSEL;, Sport; Jolly Hockey Sticks; Wharflands in the Thirties; Wharflands in the Forties; Whatever happened to; Public School Reminiscences; Letters; New Members; Addresses; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; O.O. Sport; O.O. Lodge; Club Colours/School Shop; Notices; Diary Dates.

The Old Oakhamian Magazine, published in September 1993. Contents: Annual Dinner 1993; Time for a Change?; This Year's President - On the Move; O.O. Dinners; O.O. Day; Reunion; School News - Round-up; Oxford and Cambridge Results; Chapel; O.S. Charities Association; Music; Drama; Duke of Edinburgh's Award; School Sport - our finest year?; Cate's China; Phil's Japan; Engagements, Marriages, Births & Deaths; Obituaries; O.O. News; O.O. Sports; O.O. Lodge; Club Colours; Addresses of Members; Half a Century Ago; Celebration of Rutland; Notices; Diary Dates.

A letter from Michael Stevens congratulating Brian Welford on the win against Uppingham.

A photograph of Johnsons House's senior rugby team in the Winter term 1962.

A photograph of a rugby player in the School House quad, probably in the 1990s..

Four pages (A to D) from a 1919 photo album, with captions below the photographs. Contents: Main entrance (School House), pupils after school fire, 1919; 'Tudor House' in Boughton; Rugby 1st XV, 1919; Burleigh gardens and pond; Old Hall and the quad; A cricket match; Lord French inspecting the cadets; St John's College; pupils in the quad; the Long Dormitory boys; a dog; Coates, 1919; pupils at the baths; Burleigh woods and hill; Market Place; F.C. Dwyer; Cricket 1st XI, 1919; The Rectory; C.F. Bayley.

A storage file with negatives of Roger Blackmore's photographs. A list of contents: RMB, rugby, cats, OO dinner, violin, pupils.