Anne of Cleves (1515-1557), although married to Henry VIII for just six months until the annulment of their marriage in July 1540, outlived Henry and his other five wives. She was given a generous settlement by Henry and thereafter styled the King's Beloved Sister.
The marriage was brokered by Thomas Cromwell, and its failure contributed to his fall from grace. Hans Holbein the Younger was commissioned to paint Anne's portrait prior to Henry's agreement to the marriage, but when he met her in the flesh Henry was not pleased by the contrast between the portrait and the real life Anne. In view of the King's displeasure, the marriage was doomed from the start.