Cryptic crossword clue
What Nell Gwyn managed to do, sending a cheeky signal? 7

The most common and most likely answer to this crossword clue is the 7 letter word WINKING

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Buddy explains!

The straight part
We know that "sending a cheeky signal" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case sending a cheeky signal = winking.
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 WINKING mean?

WINKING verb
  1. To close one's eyes in sleep.
  2. To close one's eyes.
  3. Usually followed by at: to look the other way, to turn a blind eye.
  4. To close one's eyes quickly and involuntarily; to blink.
  5. To blink with only one eye as a message, signal, or suggestion, usually with an implication of conspiracy. (When transitive, the object may be the eye being winked, or the message being conveyed.)
  6. To gleam fitfully or intermitently; to twinkle; to flicker.
WINKING noun
  1. The act of someone who winks.

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