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A5 magazine with a photograph of a marriage in the School Chapel on the cover; 64 pages; 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,

A5 magazine with a photograph of the Buttercross on the cover; 53 pages; contents: The Bad News First, John Jerwood, This Year's President, Annual Dinner, O.O. Day and A.G.M., Regional Reunions, School News Round-up, Staff, OSEL, Academic Results, Sporting Honours, Chapel, OSCA - Appeals Arrive Daily, Music, Drama, C.C.F., DofE , O.S. Exploration Society, School Sport, When Life was Pretty Tough, Hardships of a Day Boy, Madness and Horror, Letters, New Members, Addresses of members, Engagements, Marriages, Births, Deaths, Obituaries, O.O. News,O.O. Sport, O.O. Lodge, Club Colours/School Shop, Notices, Diary Dates; with a portrait of John Jerwood, a portrait of Lucy Pearson, a wedding photograph, photographs of the O.O. Golf Society at Woodhall Spa

A5 magazine with a photograph of a girl performing in Cabaret on the cover; 56 pages; contents: Annual Dinner - Revue 1992, A Special Place?, This Year's President, Annual Dinner 1991, O.O. Day and Reunions, School News - Round-up, Staff, Reminiscences of Oakham School 1960-1992, Admit Impediments? Twenty Years of Coeducation, Academic Results, Sporting Honours, Chapel, OSCA, Music, Drama, C.C.F., Duke of Edinburgh's Award Scheme, O.S. Exploration Society, School Sport - Round up, O.S. Rugby Football 1892-1992, School Sports Reports, A Year in the Colony, Youngest ever Australian Senator, Commando Saved Life of Wounded Kurd, Engagements, Marriages, Births, Deaths, Obituaries, O.O. News, O.O. Sports - Round up, O.O. Ldge, Club Colours, Addresses of Members, Notices, Diary Dates; with a portrait of the Rt. Hon. Sit John Cope, an aerial photograph of the Chapel, a photograph of a boy in Cabaret

A5 magazine with a portrait of Father Louis Merton on the cover; 48 pages; 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, OSCharities 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; with a portrait of Corrina Pike, a photograph of the organ, a potograph of the Trustees 1993

A photograph of Anne Necklen playing the bassoon in the production of 'Scampi and Chips'. Date is unknown.

A programme of the Ancaster Performing Arts Soiree in aid of Cancer Research on 22 May 2006, with a list of the performers and musical numbers.

A letter from the Headmaster Tony Little to Parents regarding a review of the Winter term 2001. Contents: Achievements in Music and Drama; Debating; Sports; International Baccalaureate; Staff; Road Safety; E-mail; Next term.

A letter from the Headmaster Tony Little to Parents regarding a review of the Spring term 2001. Contents: Sporting achievements; Debating; Arts, Music and Drama; Mobile Phones; Pubs, Clubs and Alcohol; Match Day Information; Summer term events.