One of a set of three portraits of the children of the Duke and Duchess of York, later King George V and Queen Mary (RCINs 400817, 400785, 400919) commissioned in 1899. It appears that the paintings of the two princes were completed first: Queen Mary's diary entry for Saturday 28 October 1899 notes…'Fine. At 3. I went to see Mr Hughes's pictures of the 2 boys'.

By the 1890s Edward Hughes was a successful portrait painter of fashionable society and in 1895 he was commissioned to paint the Duchess of York (RCIN 405365). His daughter, Alice Hughes, a highly respected photographer, who lived with him and took care of his business affairs, also documented the Duke and Duchess of York and their family. A photograph, dated 1898, depicts the Duchess with her three children; the Princes similarly dressed in sailor suits (RCIN 2373517). Alice recorded in her biography of her father that she found the children easier to amuse and far less bored and sophisticated than other sitters (My Father and I, 1923 p 160).

The portraits are recorded at Marlborough House in a photograph of 1905 (RCIN 2302231).