Cryptic crossword clue
Situation of faceless man in contact with unknown somewhat cautious person? 9

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

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Buddy explains!

The straight part
We know that "Situation of faceless man in contact with unknown somewhat cautious person" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case situation of faceless man in contact with unknown somewhat cautious person = anonymous.
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 ANONYMOUS mean?

ANONYMOUS adjective
  1. Lacking a name; not named, for example an animal not assigned to any species.
  2. Without any name acknowledged of a person responsible
  3. Of unknown name; whose name is withheld
  4. Lacking individuality.

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