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All answers having "Headwear" as clue:

3 Character Answers:

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CAP

FEZ

HAT

TAM

WIG



4 Character Answers:

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HATS

LIDS

TAMS

VEIL



5 Character Answers:

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BERET

COWLS

SNOOD

TIARA



6 Character Answers:

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BERETS

TURBAN



8 Character Answers:

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OPERAHAT



9 Character Answers:

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PANAMAHAT