Anne of Cleves

Chosen as Henry's fourth queen on the strength of Hans Holbein's flattering portrait and the diplomatic value of a Protestant alliance with the Duchy of Cleves. Henry was so unimpressed by her in person that he initiated annulment proceedings within six months; she cooperated promptly, accepted the title King's Sister, and lived in considerable comfort and security for the next seventeen years — outliving every other wife and her husband himself.