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All answers having "Depressing" as clue:

3 Character Answers:

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BAD

EMO

SAD



4 Character Answers:

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GRIM



5 Character Answers:

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BLEAK

DREAR



6 Character Answers:

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DISMAL

DREARY

GLOOMY

SOMBRE



9 Character Answers:

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CHEERLESS

SADDENING