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James Stuart (1612–1655), Duke of Richmond and Lennox, ca. 1634–35 Anthony van Dyck (Flemish, 1599–1641)

Family Portrait -- 1621 -- Sir Anthony van Dyke -- Flemish, worked primarily in England -- Oil on canvas -- Kunsthistorisches Museum, Vienna

It's hard to believe that Anthony van Dyck was only around 21 when he painted this. I have seen this several times at the National Gallery in London and it never fails to take my breath away. My Favourite portrait painting.