A portrait drawing thought to be of Sir Charles Wingfield (1513-1540) on pink prepared paper. The sitter is shown bust length facing three-quarters to the right. He wears a medallion on a ribbon against his bare chest. In the upper left corner is a sketch of a wrist with a bracelet containing a ring. The drawing is largely in black and coloured chalk with the facial features worked in black and brown inks.

An eighteenth-century inscription (a copy of a mid-sixteenth-century original) at top left identifies the sitter as 'Charles Winhfield Knight.'

Although the sitter in this drawing is traditionally identified, following the annotation as Charles Wingfield, the son of the ambassador Sir Richard Wingfield, little is known about him and another member of the large Wingfield family may be shown here. The sitter's unusual appearance, bare-chested, without a hat and wearing only a medallion around his neck, has been carefully drawn and may reflect how he was to appear in the finished portrait. The context may be a victory at some form of entertainment or competition. On the basis of the paper, which is the same as that used by Holbein for the drawing of Lord Cobham (RCIN 912195), a date in the late 1530s seems likely.

No finished portrait after this drawing is known. A copy of the drawing is now in the Boijmans Van Beuningen Museum in Rotterdam. An early inscription on the verso of this sheet reads 'Charles Winkfield Knight' suggesting that 'Winhfield' on the Royal Collection drawing is a misreading of the original inscription.