Cryptic crossword clue
Playing with brilliant band ‘Round Midnight’ 9

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

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

The straight part
We know that "Playing with" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case playing with = fingering.
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 FINGERING mean?

FINGERING verb
  1. To identify or point out. Also put the finger on. To report to or identify for the authorities, rat on, rat out, squeal on, tattle on, turn in.
  2. To poke, probe, feel, or fondle with a finger or fingers.
  3. To use the fingers to penetrate and sexually stimulate one's own or another person's vagina or anus; to fingerbang
  4. To use specified finger positions in producing notes on a musical instrument.
  5. To provide instructions in written music as to which fingers are to be used to produce particular notes or passages.
  6. To query (a user's status) using the Finger protocol.
  7. To steal; to purloin.
  8. To execute, as any delicate work.
FINGERING noun
  1. The act of using one's fingers in the playing of a musical instrument.
  2. A specific method of using the fingers to play an instrument.
  3. The act of using the fingers to penetrate and sexually stimulate one's own or another person's vagina or anus.
  4. A thick woollen yarn for stockings.

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