Crossword clues for the word: MIDDY The word MIDDY has appeared as an answer to at least 6 crossword clues on different crossword puzzles. Crossword clues for MIDDY Showing 1 to 6 of 6 results Clue(s) "Annapolis student, briefly" Annapolis student Blouse with a sailor collar David Robinson was one in college Overblouse. Sailor blouse