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The meaning and origin of interesting English phrases

Wily old fox

Meaning

A cunning and experienced person, often one who uses clever tricks or intelligence to achieve their goals.

Origin

The image of the fox as a creature of cunning and trickery is deeply embedded in human folklore and literature across many cultures, dating back to ancient times. From Aesop's Fables to medieval beast epics like Reynard the Fox, this sly animal has consistently been portrayed as an intelligent adversary, able to outwit larger, stronger opponents through cleverness and deceit. Adding 'wily' — meaning skilled at gaining an advantage, especially deceitfully — simply reinforces this inherent characteristic. The 'old' then layers on the invaluable element of experience, suggesting not just innate craftiness, but a lifetime of practiced subterfuge. Thus, a 'wily old fox' isn't just clever; they're a master strategist, someone whose long history of outsmarting others makes them a truly formidable opponent, a natural evolution of a metaphor already well-established in the human mind.

Examples

  • The negotiator, a wily old fox, managed to secure a deal that vastly benefited his company.
  • Despite their best efforts, the younger players couldn't outsmart the wily old fox who dominated the chess tournament.
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