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!
ca. 1505, Flanders
portrait of Juana, Queen of Castile and Aragon, from the Triptych of the Last Judgment in Zierikzee by Master of Afflighem (Jacob van Laethem?)
Brussels, Koninklijke Musea voor Schone Kunsten van België (Royal Museums of Fine Arts of Belgium)
http://www.wga.hu/frames-e.html?/html/m/master/joseph/wings.html
Also known as Juana la Loca (Joanna the Mad), she was a daughter of Isabel of Castile and Ferdinand of Aragon, wife of Philip the Fair (who is depicted in the left panel of the triptych), mother of Holy Roman Emperor Charles V and sister to (i.a.) Catherine of Aragon.