In the mid 1500's Sofonisba Anguissola was a painter at the court of this Spanish king & did his portrait
[DOC] [TLE] Sofonisba Anguissola - Wikipedia [PAR] Sofonisba Anguissola (c. 1532  16 November 1625), also known as 
Sophonisba Angussola or ... She later became an official court painter to the king, 
and adapted her style to ... At the Spanish court she painted formal state portraits 
in the prevailing ... her social class did not allow her to transcend the constraints 
of her sex.