Crossword clues for the word: PESSIMIST The word PESSIMIST has appeared as an answer to at least 9 crossword clues on different crossword puzzles. Crossword clues for PESSIMIST Showing 1 to 9 of 9 results Clue(s) Cassandra's somewhat stuck-up habits - I miss episode Cynical one Defeatist Doomsayer Eeyore, for one He views with alarm. I miss step out, being a cynic One expects the worst One who identifies with the answers to the starred Down clues