Usually means: Puzzling, causing confusion or bewilderment.
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We found 3 dictionaries that define the word head scratching:

General (3 matching dictionaries)
  1. head-scratching: Merriam-Webster
  2. head-scratching: Wordnik
  3. head-scratching, head scratching: Wiktionary

Definitions from Wiktionary (Head scratching)

noun:  Alternative form of head-scratching. [(idiomatic) Confusion.]

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