The crossword solutions for the term PLAY BOY are ACTOR and ROMEO. The term PLAY BOY is most commonly associated with the iconic magazine of the same name, which was founded in 1953 and is known for its centerfolds featuring scantily clad women. However, the term also has a literary connotation, as it is the title of a character in William Shakespeare's PLAY ROMEO and Juliet. The crossword solutions ACTOR and ROMEO refer to this literary context, as an ACTOR is someone who performs in a PLAY, and ROMEO is the protagonist of the PLAY.