"Portrait study of Mary, Duchess of Richmond and Somerset." Black and coloured chalks, ink with brush on pink-primed paper, 26.7 × 20.1 cm, Royal Collection, Windsor Castle. Mary FitzRoy, Duchess of Richmond and Somerset (1519–1557), was a daughter of Thomas Howard, 3rd Duke of Norfolk, and a sister of Henry Howard, Earl of Surrey, both of whose portraits Holbein painted. In 1533, she married Henry VIII's illegitimate son Henry FitzRoy, 1st Duke of Richmond and Somerset, who died in 1536. This drawing is a raw example of Holbein's preliminary notation style for an oil portrait; it includes alternative designs of the hat and lettering, as well as indications that the dress is to be of red and black velvet edged with gold.