Cryptic crossword clue
Cheeky youngster? The person administering corporal punishment's the head 14

The most common and most likely answer to this crossword clue is the 14 letter word WHIPPERSNAPPER

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

The straight part
We know that "Cheeky youngster?" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case cheeky youngster? = whippersnapper.
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 WHIPPERSNAPPER mean?

WHIPPERSNAPPER noun
  1. A young and cheeky or presumptuous person.

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