A companion piece to 'Lucrezia Borgia', a painting I made a few years ago, both reimagined as misfit Disney princesses. Mostly because real historical princesses had rather tragic lives that were largely controlled by other people, and I like going on Wikipedia tangents.
Joan (Juana) of Castille, through tragic events, became the sole heir to her parents, and inherited a great deal on her Mother's death. She struggled against her father, husband and son for control of her crown and inheritance. Stories of her madness were embellished and exaggerated in popular literature, probably assisted by the people who wanted her throne, and historians think them largely untrue. I see Joan as much maligned, lonely figure, and a pawn of the men in her life.
Based on this portrait of Joan from her lifetime: https://en.wikipedia.org/wiki/Joanna_of_Castile#/media/File:Juanalaloca