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Clue:
Pessimist
Answer:
4 possible answers to Pessimist. From 4 to 8 leters.
For instance BEAR, MOANER, NAYSAYER.
Pessimist answers with 4 characters:
BEAR
Pessimist answers with 5 characters:
CYNIC
Pessimist answers with 6 characters:
MOANER
Pessimist answers with 8 characters:
NAYSAYER
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Is pessimistic
(EXPECTSTHEWORST with 15 letters)
Pessimist's struggle
(RATRACE with 7 letters)
Pessimistic situation
(BEARMARKET with 10 letters)
Pit pessimist
(BEAR with 4 letters)
Pessimists' specialties
(FEARS with 5 letters)
Très pessimistic
(NOIR with 4 letters)
Pessimist's lack
(HOPE with 4 letters)
Pessimistic J. Geils Band hit with the line "It's gonna make you cry"
(LOVESTINKS with 10 letters)
Pessimist's hypothetical
(ATWORST with 7 letters)
Pessimistic type
(CYNIC with 5 letters)