Cryptic crossword clue
Feel pain during kinky sex with American boss

The most common and most likely answer to this crossword clue is the 6 letter word SACHEM

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

The straight part
We know that "American boss" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case american boss = sachem.
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 SACHEM mean?

SACHEM noun
  1. The chief of a Native American tribe; a sagamore.
  2. A leader in the Tammany Hall society.

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