Crossword clues for the word: PENNYWISE The word PENNYWISE has appeared as an answer to at least 5 crossword clues on different crossword puzzles. Crossword clues for PENNYWISE Showing 1 to 5 of 5 results Clue(s) "It" baddie Demonic clown in Stephen King's "It" Pound foolish's counterpart Smart to a point Villainous clown played by 48-Across in the 1990 TV miniseries "It"