Cryptic crossword clue
Wailing singer returns with topless sailor 9

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

I've seen this crossword clue in Independent
U
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Buddy explains!

The straight part
We know that "Wailing" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case wailing = ululating.
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 ULULATING mean?

ULULATING verb
  1. To howl loudly or prolongedly in lamentation or joy
  2. To produce a rapid and prolonged series of sharp noises with one's voice.

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