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John Walter Shaw's 'Easyrider': George Michael 1990–1995 Paul Wright (b.1954)John Walter Shaw's 'Easyrider': George Michael 1990–1995 The Dingles Fairground Heritage Centre
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Self Portrait 1927 Christopher Wood (1901–1930)Self Portrait 1927 Kettle's Yard, University of Cambridge
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Oscar Wilde Memorial Walk Gates 2000 Bruce Williams (b.1962) and Paul Muldoon (b.1951)Oscar Wilde Memorial Walk Gates 2000 Chestnut Walk, Reading, Berkshire
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Lili Elbe (?) c.1928 Gerda Wegener (1885–1940) (attributed to)Lili Elbe (?) c.1928 Wellcome Collection
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David Bowie 1966 David Wedgbury (1937–1998)David Bowie 1966 National Portrait Gallery, London
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Alexandre Iolas 1972 Andy Warhol (1928–1987)Alexandre Iolas 1972 National Galleries of Scotland
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Self-Portrait Strangulation 1978 Andy Warhol (1928–1987)Self-Portrait Strangulation 1978 National Galleries of Scotland
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Self-Portrait 1986 Andy Warhol (1928–1987)Self-Portrait 1986 Tate
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Robert Mapplethorpe 1983 Andy Warhol (1928–1987)Robert Mapplethorpe 1983 National Galleries of Scotland
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Self-Portrait with Skull 1978 Andy Warhol (1928–1987)Self-Portrait with Skull 1978 National Galleries of Scotland
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Self-Portrait 1978 Andy Warhol (1928–1987)Self-Portrait 1978 National Galleries of Scotland
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Oscar Wilde 1889 W. & D. Downey (active 1855–1940)Oscar Wilde 1889 National Portrait Gallery, London
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The Singer John Keith Vaughan (1912–1977)The Singer Southampton City Art Gallery
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Wilfred Owen (1893–1918), MC 2018 Tim Turner and Castle Fine ArtsWilfred Owen (1893–1918), MC 2018 Cae Glas Park, Oswestry, Shropshire
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Sketch for 'Arthur Jeffress' 1954 Graham Vivian Sutherland (1903–1980)Sketch for 'Arthur Jeffress' 1954 Southampton City Art Gallery
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Arthur Jeffress 1955 Graham Vivian Sutherland (1903–1980)Arthur Jeffress 1955 Southampton City Art Gallery
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Dame Jacqueline Wilson, née Aitken (b.1945) 2001 Maud Sulter (1960–2008)Dame Jacqueline Wilson, née Aitken (b.1945) 2001 National Portrait Gallery, London
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Lady with a Red Hat 1918 William Strang (1859–1921)Lady with a Red Hat 1918 Kelvingrove Art Gallery and Museum
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Chevalier d'Eon (Charles Geneviève Louis Auguste André Timothée d'Eon de Beaumont, 1728–1810) 1792 Thomas Stewart (1766–c.1801)Chevalier d'Eon (Charles Geneviève Louis Auguste André Timothée d'Eon de Beaumont, 1728–1810) 1792 National Portrait Gallery, London
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Patricia Preece 1933 Stanley Spencer (1891–1959)Patricia Preece 1933 Southampton City Art Gallery