Cryptic crossword clue
10 about to weep, which is most depressing 8

The most common and most likely answer to this crossword clue is the 8 letter word BLEAKEST

I've seen this crossword clue in The Times
B
L
E
A
K
E
S
T

Buddy explains!

The straight part
We know that "most depressing" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case most depressing = bleakest.
The cryptic/wordplay part
In cryptic crossword there's often an wordplay/cryptic part as well.
This part involves a more complex hint, such as an anagram, homophone, hidden word, etc.
Sadly, We don't have an explanation for this specific crossword clue yet.

What does BLEAKEST mean?

BLEAKEST adjective
  1. Without color; pale; pallid.
  2. Desolate and exposed; swept by cold winds.
  3. Unhappy; cheerless; miserable; emotionally desolate.

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