Here is one of my favorites from P is for Pirate, the notorious Grace O’Malley—Irish queen & pirate captain. She was a contemporary of Queen Elizabeth I and reportedly had an interview with Gloriana (who, after all, had a soft spot for buccaneers).

Queen Grace has been the subject of songs, at least one play and even a musical. So far as I know the swashbuckling Maureen O’Hara never played her in a movie, but what perfect casting that would have been!

I show Queen Grace in an Errol Flynn pose with her ruffians behind her. In the sketch I thoughtlessly drew a baroque-looking ship like we’re used to seeing from piracy’s golden age. In the final painting I used the Mayflower—much closer in style to a ship from Queen Grace’s time—as reference. Same deal with the costumes: they’re Elizabethan. I first drew her in men’s clothes but thought she looks much cuter in a dress.