Note: I am not a professional fashion historian. If you spot any inconsistency or outright fallacy somewhere in the picture descriptions please feel free (or even better, obliged) to let me know!
15th century (after ca. 1432) Netherlands
Frank II of Borssele, 4th husband of Jakobäa of Wittelsbach by Anonymous
Rijksmuseum, Amsterdam
http://commons.wikimedia.org/wiki/File:Frank_II_van_Borsselen.jpg