May 19, 1359 - Margaret of Windsor, daughter of Edward III, married John Hastings, 2nd Earl of Pembroke.
May 19, 1499 - Katherine of Aragon and Prince Arthur, Prince of Wales, are married by proxy; she was 13, he was 12.
May 19, 1536 - Anne Boleyn is executed on Tower Green at the Tower of London. Her body is buried at St. Peter ad Vincula in the Tower in an arrow chest (as Henry didn't see the need to provide his ex-wife with a coffin).
May 19, 1568 - Elizabeth I orders the arrest of her cousin Mary, Queen of Scots.