“Discover the 33 Best Similes for Wily and Cunning Characters” in 2025

By John Marlow

Similes are an essential part of language, enriching writing and speech with vivid comparisons that make descriptions more relatable and engaging. By comparing one thing to another, similes help readers or listeners visualize complex ideas in simpler terms. For instance, when describing a person as “wily,” we might think of someone who is clever, cunning, or sly. By using similes, we can convey the nature of someone or something in a more expressive and imaginative way.

This article will explore 33 similes for wily, highlighting how these comparisons can add depth to descriptions of cleverness, trickery, and shrewdness.

1. As sly as a fox

Meaning: Describes someone who is extremely clever and sneaky.
Example Sentence:

  • “Heโ€™s as sly as a fox, always managing to get what he wants without anyone noticing.”
  • “Her wily nature made her as sly as a fox, outsmarting everyone at every turn.”

Other Ways to Say:

  • As crafty as a fox ๐ŸฆŠ
  • As cunning as a fox ๐ŸฆŠ

2. As sneaky as a cat

Meaning: Describes someone who is stealthy and able to move unnoticed.
Example Sentence:

  • “She was as sneaky as a cat, slipping in and out of rooms without anyone hearing her.”
  • “His wily ways were as sneaky as a cat, always avoiding detection.”

Other Ways to Say:

  • As stealthy as a cat ๐Ÿฑ
  • As quiet as a cat ๐Ÿฑ

3. As slippery as an eel

Meaning: Describes someone who is difficult to catch or pin down, often using trickery.
Example Sentence:

  • “He was as slippery as an eel, always evading questions with clever deflections.”
  • “Her wily tactics made her as slippery as an eel, slipping away from any confrontation.”

Other Ways to Say:

  • As elusive as an eel ๐Ÿ
  • As hard to catch as an eel ๐Ÿ

4. As tricky as a magician

Meaning: Describes someone who is adept at deception or trickery.
Example Sentence:

  • “His wily tricks made him as tricky as a magician, always pulling off surprises.”
  • “She was as tricky as a magician, able to distract and mislead at will.”

Other Ways to Say:

  • As clever as a magician ๐ŸŽฉ
  • As deceptive as a magician ๐Ÿง™โ€โ™‚๏ธ

5. As clever as a fox

Meaning: Describes someone who is very intelligent and capable of outsmarting others.
Example Sentence:

  • “Heโ€™s as clever as a fox, always finding a way out of difficult situations.”
  • “Her wily behavior was as clever as a fox, always staying one step ahead.”

Other Ways to Say:

  • As smart as a fox ๐ŸฆŠ
  • As sharp as a fox ๐ŸฆŠ

6. As sly as a serpent

Meaning: Describes someone who is cunning and deceitful, much like a snake.
Example Sentence:

  • “He was as sly as a serpent, always lurking in the shadows with his secret plans.”
  • “Her wily approach was as sly as a serpent, leaving no trace behind.”

Other Ways to Say:

  • As cunning as a serpent ๐Ÿ
  • As deceitful as a serpent ๐Ÿ

7. As deceptive as a chameleon

Meaning: Describes someone who changes behavior or appearance to suit their needs, making them difficult to trust.
Example Sentence:

  • “She was as deceptive as a chameleon, always changing her personality to blend in.”
  • “His wily tactics were as deceptive as a chameleon, always adapting to the situation.”

Other Ways to Say:

  • As changeable as a chameleon ๐ŸฆŽ
  • As evasive as a chameleon ๐ŸฆŽ

8. As shifty as a shadow

Meaning: Describes someone who is elusive or difficult to trust, constantly changing or hiding their intentions.
Example Sentence:

  • “His wily actions were as shifty as a shadow, impossible to pin down.”
  • “She was as shifty as a shadow, always hiding her true motives.”

Other Ways to Say:

  • As deceptive as a shadow ๐ŸŒ‘
  • As elusive as a shadow ๐ŸŒ‘

9. As crafty as a weasel

Meaning: Describes someone who is sly and skilled at getting what they want in a sneaky manner.
Example Sentence:

  • “He was as crafty as a weasel, finding ways to get ahead without anyone noticing.”
  • “Her wily nature made her as crafty as a weasel, always finding an angle.”

Other Ways to Say:

  • As sneaky as a weasel ๐Ÿฆ
  • As sly as a weasel ๐Ÿฆ

10. As shrewd as a fox

Meaning: Describes someone who is sharp-minded and skilled at making intelligent decisions.
Example Sentence:

  • “She was as shrewd as a fox, making decisions that always worked out in her favor.”
  • “His wily plans were as shrewd as a fox, always calculating his next move.”

Other Ways to Say:

  • As wise as a fox ๐ŸฆŠ
  • As clever as a fox ๐ŸฆŠ

11. As devious as a villain

Meaning: Describes someone who is malicious or has bad intentions, always plotting behind the scenes.
Example Sentence:

  • “Her wily nature was as devious as a villain, always finding ways to manipulate others.”
  • “He was as devious as a villain, plotting his next move in the shadows.”

Other Ways to Say:

  • As conniving as a villain ๐Ÿฆน
  • As wicked as a villain ๐Ÿฆน

12. As secretive as a spy

Meaning: Describes someone who keeps their plans and intentions hidden, much like a spy.
Example Sentence:

  • “She was as secretive as a spy, never revealing her true thoughts or plans.”
  • “His wily movements were as secretive as a spy, never letting anyone in on his schemes.”

Other Ways to Say:

  • As elusive as a spy ๐Ÿ•ต๏ธโ€โ™‚๏ธ
  • As mysterious as a spy ๐Ÿ•ต๏ธโ€โ™‚๏ธ

13. As elusive as a shadow

Meaning: Describes someone who is hard to pin down or understand, much like a shadow thatโ€™s hard to catch.
Example Sentence:

  • “His wily ways were as elusive as a shadow, always slipping away before he could be caught.”
  • “She was as elusive as a shadow, moving in and out of conversations without leaving a trace.”

Other Ways to Say:

  • As hard to catch as a shadow ๐ŸŒ‘
  • As impossible to catch as a shadow ๐ŸŒ‘

14. As mysterious as a puzzle

Meaning: Describes someone who is complex and hard to understand, just like a puzzle that takes time to figure out.
Example Sentence:

  • “His wily personality was as mysterious as a puzzle, always keeping others guessing.”
  • “She was as mysterious as a puzzle, never fully revealing herself.”

Other Ways to Say:

  • As puzzling as a riddle ๐Ÿงฉ
  • As confusing as a puzzle ๐Ÿงฉ

15. As unpredictable as the wind

Meaning: Describes someone whose actions or plans are hard to anticipate, much like the changing direction of the wind.
Example Sentence:

  • “His wily behavior was as unpredictable as the wind, always shifting course without warning.”
  • “She was as unpredictable as the wind, always keeping everyone on their toes.”

Other Ways to Say:

  • As changeable as the wind ๐ŸŒฌ๏ธ
  • As capricious as the wind ๐ŸŒฌ๏ธ

16. As slippery as oil

Meaning: Describes someone who is very difficult to catch or hold onto, often because of their cunning nature.
Example Sentence:

  • “He was as slippery as oil, always avoiding the consequences of his actions.”
  • “Her wily tricks made her as slippery as oil, never getting caught.”

Other Ways to Say:

  • As smooth as oil ๐Ÿ›ข๏ธ
  • As elusive as oil ๐Ÿ›ข๏ธ

17. As sly as a serpent

Meaning: Describes someone who uses subtle deception, like a snake, to get what they want.
Example Sentence:

  • “His wily moves were as sly as a serpent, always working from the shadows.”
  • “She was as sly as a serpent, manipulating the situation without anyone knowing.”

Other Ways to Say:

  • As sneaky as a snake ๐Ÿ
  • As wily as a snake ๐Ÿ

18. As crafty as a spider

Meaning: Describes someone who is very skillful at planning and executing their ideas, much like a spider weaving its web.
Example Sentence:

  • “He was as crafty as a spider, weaving a plan that no one could see coming.”
  • “Her wily strategies were as crafty as a spider, always managing to trap her opponents.”

Other Ways to Say:

  • As clever as a spider ๐Ÿ•ท๏ธ
  • As devious as a spider ๐Ÿ•ท๏ธ

19. As sharp as a hawk

Meaning: Describes someone who is keen and perceptive, able to notice even the smallest details.
Example Sentence:

  • “His wily instincts were as sharp as a hawk, always noticing things that others missed.”
  • “She was as sharp as a hawk, always calculating her next move with precision.”

Other Ways to Say:

  • As keen as a hawk ๐Ÿฆ…
  • As observant as a hawk ๐Ÿฆ…

20. As tricky as a labyrinth

Meaning: Describes someone who is difficult to understand or navigate, often intentionally so.
Example Sentence:

  • “He was as tricky as a labyrinth, leading everyone on a wild chase that never seemed to end.”
  • “Her wily personality was as tricky as a labyrinth, constantly changing and confounding everyone.”

Other Ways to Say:

  • As confusing as a maze ๐ŸŒ€
  • As puzzling as a maze ๐ŸŒ€

21. As sly as a weasel

Meaning: Describes someone who is clever in a cunning, sneaky way.
Example Sentence:

  • “His wily behavior was as sly as a weasel, always sneaking around to get what he wanted.”
  • “She was as sly as a weasel, finding loopholes and slipping out of tight situations.”

Other Ways to Say:

  • As sneaky as a weasel ๐Ÿฆ
  • As crafty as a weasel ๐Ÿฆ

22. As tricky as a puzzle box

Meaning: Describes someone whose intentions are difficult to understand or decode, much like a puzzle box.
Example Sentence:

  • “He was as tricky as a puzzle box, always keeping people guessing about his true plans.”
  • “Her wily ways were as tricky as a puzzle box, with layers upon layers of deception.”

Other Ways to Say:

  • As mysterious as a puzzle box ๐Ÿงฉ
  • As complicated as a puzzle box ๐Ÿงฉ

23. As deceitful as a wolf in sheep’s clothing

Meaning: Describes someone who pretends to be harmless or kind while secretly being dangerous or deceptive.
Example Sentence:

  • “His wily nature was as deceitful as a wolf in sheep’s clothing, hiding his true intentions behind a mask of friendliness.”
  • “She was as deceitful as a wolf in sheep’s clothing, using her charm to manipulate others.”

Other Ways to Say:

  • As dangerous as a wolf in sheep’s clothing ๐Ÿบ
  • As cunning as a wolf in sheep’s clothing ๐Ÿบ

24. As elusive as the wind

Meaning: Describes someone who is difficult to pin down or catch, just like the wind.
Example Sentence:

  • “He was as elusive as the wind, never sticking around long enough to be caught.”
  • “Her wily nature made her as elusive as the wind, always slipping away when you thought you had her.”

Other Ways to Say:

  • As fleeting as the wind ๐ŸŒฌ๏ธ
  • As hard to catch as the wind ๐ŸŒฌ๏ธ

25. As shifty as a ghost

Meaning: Describes someone who is hard to track or pin down, appearing and disappearing unpredictably.
Example Sentence:

  • “He was as shifty as a ghost, always popping up where you least expected him.”
  • “Her wily behavior made her as shifty as a ghost, always avoiding detection.”

Other Ways to Say:

  • As sneaky as a ghost ๐Ÿ‘ป
  • As elusive as a ghost ๐Ÿ‘ป

26. As clever as a detective

Meaning: Describes someone who is sharp, perceptive, and quick to uncover the truth or find solutions.
Example Sentence:

  • “He was as clever as a detective, always piecing together the smallest clues.”
  • “Her wily nature was as clever as a detective, uncovering the truth even when no one else could.”

Other Ways to Say:

  • As sharp as a detective ๐Ÿ•ต๏ธโ€โ™‚๏ธ
  • As perceptive as a detective ๐Ÿ•ต๏ธโ€โ™‚๏ธ

27. As secretive as a safe

Meaning: Describes someone who keeps things hidden, sharing nothing about their true intentions.
Example Sentence:

  • “He was as secretive as a safe, never revealing his plans to anyone.”
  • “Her wily ways were as secretive as a safe, guarding her intentions closely.”

Other Ways to Say:

  • As concealed as a safe ๐Ÿ›ก๏ธ
  • As guarded as a safe ๐Ÿ›ก๏ธ

28. As cunning as a thief

Meaning: Describes someone who is sly and deceitful, often with malicious intent.
Example Sentence:

  • “His wily tricks were as cunning as a thief, always managing to get away with things.”
  • “She was as cunning as a thief, sneaking past every obstacle in her way.”

Other Ways to Say:

  • As sneaky as a thief ๐Ÿดโ€โ˜ ๏ธ
  • As clever as a thief ๐Ÿดโ€โ˜ ๏ธ

29. As sharp as a razor

Meaning: Describes someone who is highly intelligent and perceptive, able to quickly grasp situations.
Example Sentence:

  • “Her wily observations were as sharp as a razor, cutting through all the confusion.”
  • “He was as sharp as a razor, able to outsmart anyone who tried to deceive him.”

Other Ways to Say:

  • As keen as a razor ๐Ÿช’
  • As astute as a razor ๐Ÿช’

30. As quick as a jackrabbit

Meaning: Describes someone who is fast and nimble, able to make quick decisions or escape tricky situations.
Example Sentence:

  • “He was as quick as a jackrabbit, always a step ahead of everyone else.”
  • “Her wily nature made her as quick as a jackrabbit, able to dodge every obstacle in her way.”

Other Ways to Say:

  • As swift as a jackrabbit ๐Ÿ‡
  • As fast as a jackrabbit ๐Ÿ‡

31. As clever as a chess master

Meaning: Describes someone who is highly intelligent, always thinking several steps ahead like a chess player.
Example Sentence:

  • “He was as clever as a chess master, making moves that no one else could predict.”
  • “Her wily tactics were as clever as a chess master, always outsmarting her opponents.”

Other Ways to Say:

  • As strategic as a chess master โ™Ÿ๏ธ
  • As thoughtful as a chess master โ™Ÿ๏ธ

32. As elusive as quicksilver

Meaning: Describes someone or something that is difficult to catch, pin down, or control, much like mercury (quicksilver).
Example Sentence:

  • “He was as elusive as quicksilver, always slipping through the cracks of every plan.”
  • “Her wily behavior was as elusive as quicksilver, never allowing anyone to keep track of her.”

Other Ways to Say:

  • As slippery as quicksilver ๐Ÿ’ง
  • As hard to grasp as quicksilver ๐Ÿ’ง

33. As cunning as a trickster

Meaning: Describes someone who is skilled in deception or trickery, often for personal gain.
Example Sentence:

  • “He was as cunning as a trickster, always finding a way to turn situations in his favor.”
  • “Her wily behavior was as cunning as a trickster, always one step ahead of everyone else.”

Other Ways to Say:

  • As sly as a trickster ๐Ÿคก
  • As crafty as a trickster ๐Ÿคก

Practical exercise

Similes for Wily Quiz

Part 1: Fill in the Blanks

Complete the similes by filling in the blanks with vivid comparisons for someone or something wily.

  1. He was as wily as a __________.
  2. The fox crept through the forest like a __________.
  3. Her plans were as sneaky as __________.
  4. The politician maneuvered through the debate like a __________.
  5. The thiefโ€™s escape was as clever as __________.

Part 2: Multiple Choice

Choose the best simile that fits the description of something wily.

  1. The wily spy moved through the enemy lines like:
    a. A clumsy bear
    b. A silent shadow
    c. A roaring lion
    d. A sleeping cat
  2. His cunning strategies were as sharp as:
    a. A butter knife
    b. A serpentโ€™s fangs
    c. A fluffy pillow
    d. A falling leaf
  3. The villain in the story was as deceptive as:
    a. A magicianโ€™s illusion
    b. A clear glass of water
    c. An open book
    d. A loud trumpet
  4. The wily raccoon opened the trash can like:
    a. A curious toddler
    b. A skilled locksmith
    c. A sleepy puppy
    d. A tired snail
  5. The negotiator twisted words as cleverly as:
    a. A snake in tall grass
    b. A child on a swing
    c. A book on a shelf
    d. A clock striking twelve

Part 3: Match the Simile

Match the simile to the description of something wily.

  1. “As sly as a fox.”
    a. A bold lion
    b. A cunning thief
    c. A clumsy elephant
  2. “As crafty as a spider weaving a web.”
    a. A builder constructing a house
    b. A deceiver laying a trap
    c. A child painting a picture
  3. “As sneaky as a shadow in the night.”
    a. A wily burglar
    b. A roaring tiger
    c. A playful puppy
  4. “As unpredictable as a chameleon changing colors.”
    a. A predictable routine
    b. A clever trickster
    c. A heavy storm
  5. “As slippery as an eel.”
    a. A wily scam artist
    b. A gentle lamb
    c. A loud drum

Answers

Part 1: Fill in the Blanks

  1. Fox
  2. Shadow in the night
  3. A magicianโ€™s trick
  4. A chess master planning a move
  5. A cat slipping through a narrow gap

Part 2: Multiple Choice

  1. b. A silent shadow
  2. b. A serpentโ€™s fangs
  3. a. A magicianโ€™s illusion
  4. b. A skilled locksmith
  5. a. A snake in tall grass

Part 3: Match the Simile

  1. b. A cunning thief
  2. b. A deceiver laying a trap
  3. a. A wily burglar
  4. b. A clever trickster
  5. a. A wily scam artist

Conclusion

These 33 similes for “wily” offer an array of creative comparisons, each painting a vivid picture of cleverness, trickery, and cunning behavior. Whether you’re describing someone who is as sly as a fox or as elusive as quicksilver, similes enrich our language, making it more dynamic and engaging. Incorporating such similes into your writing, storytelling, or conversation can add depth and flair to your descriptions. Use them creatively, and let your words paint a clear picture of the wily nature you wish to describe.

Leave a Comment