Cryptic crossword clue
Cheating gangster to achieve checkmate? 11

The most common and most likely answer to this crossword clue is the 11 letter word HOODWINKING

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

The straight part
We know that "Cheating" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case cheating = hoodwinking.
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 HOODWINKING mean?

HOODWINKING verb
  1. To deceive by disguise; to dupe, bewile, mislead.
  2. To cover the eyes with a hood; to blindfold.
  3. To overshadow something in a way that one is blind or oblivious to it.
  4. To hide or obscure.
HOODWINKING noun
  1. An act of deception.

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