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All answers having "Flirt with" as clue:

3 Character Answers:

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TOY

WOO



4 Character Answers:

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MASH

OGLE



5 Character Answers:

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HITON

TEASE



6 Character Answers:

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CHATUP

ENTICE

WINKAT



7 Character Answers:

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SMILEAT



10 Character Answers:

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MAKEEYESAT



15 Character Answers:

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