Crossword clues for the word: HEADMASTER The word HEADMASTER has appeared as an answer to at least 11 crossword clues on different crossword puzzles. Crossword clues for HEADMASTER Showing 1 to 11 of 11 results Clue(s) "*Albus Dumbledore, e.g." "Tony Nelson: ""What's another word for 'toilet'?"" Jeannie: ""___""" Boarding school biggie Boarding school bigwig British principal. In principle, to the audience, it could be Freud? Person in charge has a number of class issues with governor behind The Crown Prep-school V.I.P. Private school principal School ruler Senior teacher