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All answers having "Kind of hat" as clue:

3 Character Answers:

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TOP



4 Character Answers:

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SILK



5 Character Answers:

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OPERA

STRAW

TOQUE



6 Character Answers:

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BOWLER

FEDORA

PANAMA

SLOUCH



8 Character Answers:

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SOMBRERO



9 Character Answers:

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TENGALLON