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The Clue

Least cheerful (8 letter answer)

The Answer

BLEAKEST

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Notes

The answer BLEAKEST is so rare that it appears less than once every 2500 puzzles.

Definition

BLEAK as an adjective:

1. (black, bleak, dim) = offering little or no hope; "the future looked black"; "prospects were bleak"; "Life in the Aran Islands has always been bleak and difficult"- J.M.Synge; "took a dim view of things"
2. (bare, barren, bleak, desolate, stark) = providing no shelter or sustenance; "bare rocky hills"; "barren lands"; "the bleak treeless regions of the high Andes"; "the desolate surface of the moon"; "a stark landscape"
3. (bleak, cutting, raw) = unpleasantly cold and damp; "bleak winds of the North Atlantic"