| 'Oh! my goodness gracious, I'll be off.' 'Hold on Poll my girl, all right' c1860
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| 'One of the NSW Aborigines befriended by Governor Macquarie' c1810-1821
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| 'Outside, Sir! Outside' cartoon from London Punch, 2 June 1888
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| 'Pioneer's Memorial' garden and ornamental pool created in honour of the women doctors who founded the Rachel Forster Hospital, Redfern c 1956
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| 'Please do not spit' sign above ferry passengers 1906
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| 'Pom Power' preserved in concrete, St Peters 2007
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| 'Portrait of Captain Matthew Flinders, RN, 1774-1814' Mauritius 1806-7
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| 'Qualified and useful - qualified and useful - qualified and useful - unqualified and useless; careful here! He must be white.'
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| 'Reclaim the Streets', King Street, Newtown 1999
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| 'Rookwood Cemetery Departs From Mortuary Platform', indicator board at Powerhouse Museum 17 April 2015
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| 'Sing sing', prison in the German concentration camp at Holsworthy c1914
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| 'Sorry. I thought it was a dole queue.'
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| 'Spy Murder Plot Alleged: Gang of 20 Caught, Says Forde' newspaper clipping March 1942
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| 'State of Fort Phillip...', 13 August 1806
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| 'Stories of the operas: J.C. Williamson Ltd opera season in association with Dame Nellie Melba' program c1915
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| 'Take me up the harbour', first recorded 1909
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| 'Thanks Jack' Builders Labourers Federation Protest 1973
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| 'The Captain of the Push', a poem about Larry Foley recited by Clemency Press, from These Walls Have Ears: Infamous 2013
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| 'The End of the Odyssey - Children handed over to Child Welfare Department' March 1927
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| 'The Heroine of Cooks River' from The Police Register, Bell's Life in Sydney, 8 October 1853
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| 'The Hill', Sydney Cricket Ground 1982
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| 'The Hours of the Day in Sydney' September 1879
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| 'The Inundations at Marrickville: Rescuing the Homeless' May 1889
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| 'The Kaffir's Flight', James Ashton's grand feat of horsemanship at Ashton's Circus, 1855
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| 'The Old Commodore' Billy Blue c1830
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| 'The Poor Soldier' by John O'Keeffe and William Shield 1798
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| 'The Spirit of Youth' plaster panel designed by Vic Cowdroy for the 1924 Artists' Ball at Sydney Town Hall
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| 'There's a chiel among ye takin' notes' 1872
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| 'Vote No Mum, they'll take Dad next' 1916
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| 'Wanted a Governess', in England 1850-54
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| 'Wanted, a Governess' in Australia 1850-54
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| 'We Cherish the Rosary' tableau, St Patrick's Day pageant at Sydney Showground 17 March 1937
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| 'Welcome Home' for returning World War I soldier, Lewisham July 1919
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| 'What is the green belt for if it's not going to be released?' 1959
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| 'Youth Tells Why He Masquerades As Girl', Adelaide 'Truth', 27 June 1942
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| (View of the) North Shore, Sydney Harbour 1854
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| 1 Edinburgh Road, Castlecrag 2009
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| 12 O'Connell Street, the cottage at the centre of the Travellers Rest group, Parramatta 2015
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| 14 Ginahgulla Road, Bellevue Hill 1936
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| 14 O'Connell Street, one of the Travellers Rest group of buildings, Parramatta 2015
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| 150 Years of Progress poster 1938
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| 177-191 Oxford Street, late 1920s
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| 18 footer racing, Sydney Harbour 1974
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| 18 footers racing Sydney Harbour 1921
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| 18 footers racing Sydney Harbour 1921
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| 18 footers, Sydney Harbour 1930s
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| 18 footers, Sydney Harbour February 2010
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| 18 footers, Sydney Harbour February 2010
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| 195-197 George Street West, 15 November 1918
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| 1952 Miss Pacific finalists Mary Clifton Smith, Pamela Jansen and Judy Worrad, stand in front of surf boards on Bondi Beach
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