Cryptic crossword clue
This writer is resting in a street, being most miserable 9

The most common and most likely answer to this crossword clue is the 9 letter word MEASLIEST

I've seen this crossword clue in Financial Times
M
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Buddy explains!

The straight part
We know that "most miserable" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case most miserable = measliest.
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 MEASLIEST mean?

MEASLIEST adjective
  1. Particularly of pigs or pork: infected with larval tapeworms or trichinae (parasitic roundworms).
  2. Of a person: infected with measles.
  3. Small (especially contemptibly small) in amount.

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