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All answers having "Ailing" as clue:

3 Character Answers:

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ILL



4 Character Answers:

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ACHY

NIGH

SICK



5 Character Answers:

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ARGUE



6 Character Answers:

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INFIRM

LAIDUP

SCREAM

SICKLY

UNWELL



7 Character Answers:

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NOTWELL



12 Character Answers:

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INPOORHEALTH



15 Character Answers:

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OUTOFCOMMISSION

UNDERTHEWEATHER