Cryptic crossword clue
I am having bad feeling about the City, being foolish 8

The most common and most likely answer to this crossword clue is the 9 plus 1 letter word IMBECILE  –

I've seen this crossword clue in The Daily Telegraph
I
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Buddy explains!

The straight part
We know that "foolish" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case foolish = imbecile  –.
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 IMBECILE  – mean?

IMBECILE  – noun
  1. A person with limited mental capacity who can perform tasks and think only like a young child, in medical circles meaning a person who lacks the capacity to develop beyond the mental age of a normal five to seven-year-old child.
  2. A fool, an idiot.
IMBECILE  – adjective
  1. Destitute of strength, whether of body or mind; feeble; impotent; especially, mentally weak.

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