This octagonal painting is one of a pair of portraits (the companion portrait is now at Stanford University, California). It may show the aristocrat Philip Herbert. . The First Folio of Shakespeare's plays, published after his death, was dedicated to Philip and his brother William, 3rd and 4th earls of Pembroke.The head is set within a painted oval similar to contemporary oval portrait miniatures by Isaac Oliver, which show elite court figures in versions of classical dress. The sitter's clothes echoe surviving costume designs by Inigo Jones for the extravagant court entertainments called 'masques'.