I still remember the first time I tried doing a cryptic crossword. The clues seemed completely impenetrable.

Duck as light motorcycle loses one wheel? (6)

Resentful air spoiled farewell observances (7,5)

Highest standards of ladies' dancing (6)

What? πŸ˜‚

Accepting defeat without completing even a single answer, I decided to look up the answers *. Maybe I'm just stupid?

Duck as light motorcycle loses one wheel? (6): SCOTER

Resentful air spoiled farewell observances (7,5): FUNERALRITES

Highest standards of ladies' dancing (6) IDEALS

What!? πŸ˜‚πŸ˜‚πŸ˜‚

Clearly, these were not the crosswords my mother taught me.

I sat down and tried to make sense of this madness. Eventually, after some trial and error, it clicked. And you know what? Now I actually love solving these. Maybe exactly because they seemed so, well, cryptic, before?

Don't get me wrong: they are still very, very difficult. But no longer impossible! And if, through this post, I can help you take the same step from impossible to merely improbable, then I would have succeeded.


The Principle

Cryptic crosswords follow a simple principle once you know it: every clue has two paths to the same answer. There’s the definition, which works like a standard crossword clue, and the wordplay, which gives a coded instruction to assemble the answer from letters, abbreviations, or rearrangements. Both are present in every clue, and both lead to the same solution.


Spotting the Definition

Definitions usually sit at the beginning or end of a clue.

Example:

Duck as light motorcycle loses one wheel? (6)

  • Definition: "Duck" (a kind of bird)
  • Wordplay: "light motorcycle loses one wheel": SCOOTER β†’ drop one O β†’ SCOTER
  • Answer: SCOTER (a Common Scoter is a kind of duck)

Both the definition and the wordplay lead to the same answer, but from different angles.


Wordplay Indicators

Indicators are the puzzle’s instructions in disguise. Words like wild, holding, returning, or reportedly signal an operation to perform on letters. Recognizing this turns cryptic crosswords from random words into a kind of language that you can learn to decode.

Common types:

  • Anagrams: e.g. "mixed," "confused," "wild"
  • Containers: e.g. "inside," "around," "holding"
  • Deletions: e.g. "without," "losing," "missing"
  • Reversals: e.g. "back," "returning," "reversed"
  • Homophones: e.g. "heard," "aloud," "reportedly"
  • Palindromes: e.g. "back and forth"

Examples of Wordplay

Anagrams

Highest standards of ladies' dancing (6)

  • "Dancing" indicates an anagram
  • Rearrange ladies β†’ IDEALS
  • Definition: "Highest standards"

Resentful air spoiled farewell observances (7,5)

  • "Spoiled" indicates an anagram
  • Rearrange Resentful air β†’ FUNERALRITES
  • Definition: "Farewell observances"

Intuit a chess blunder, making up for it (12)

  • "Blunder" indicates an anagram
  • Rearrange Intuit a chess β†’ ENTHUSIASTIC
  • Definition: "Making up for it" (this definition seems a bit of a stretch to me, maybe I'm missing something)

Containers

Don't be cruel to old comedian, simple at heart (2,4,2)

  • "Simple at heart" -> EASY as the middle word
  • "Old comedian" -> GOON, from The Goon Show
  • "Don't be cruel to" -> GO EASY ON

EASY needs to be placed inside GOON, leading to GO EASY ON.

Charades

Charades are a combination of synonyms or abbreviations.

Qualify to get drink for ID (8)

  • "Qualify" = PASS
  • "Drink" = PORT
  • "ID" = PASSPORT (PASS + PORT)

Deletions

Duck as light motorcycle loses one wheel? (6)

  • "duck" = SCOTER
  • "light motorcycle" = SCOOTER β†’ loses one wheel β†’ SCOTER

Double Definitions

Sometimes the answer simply comes from two different definitions. Here we need to look for overlap.

The Great Escape - film and book (6)

  • "Escape" = "EXODUS" β†’ 1960s film
  • "Escape" = "EXODUS" β†’ Book in the Bible

Another example:

Doubt the gospel? (8,4)

  • Doubt the gospel: QUESTION MARK - Mark being a book in the New Testament.
  • Doubt: QUESTION MARK - the "?" symbol.

Palindromes

There's some hint that the answer reads the same backwards.

Holy woman going back and forth (3) "Holy woman" = NUN - it reads the same back and forth


How I Approach a Clue Now

  1. Look at the letter count in the enumeration
  2. Identify the likely definition (start or end)
  3. Find indicator words
  4. Break the rest into wordplay units
  5. Use crossing letters to confirm or adjust

Why Cryptic Crosswords

Cryptic crosswords are not easy. But they start making sense when you realize that every clue is a small, self-contained puzzle. The sense of order hidden in the chaos is addictive. The first few puzzles felt impenetrable, but once I started understanding the conventions, solving them felt like cracking a code rather than guessing at random words.

If you are willing to spend a few hours learning the patterns, cryptic crosswords open a new world of challenge and satisfaction. Start small, track the indicators, and have a scratchpad handy.

Cryptic crosswords can be frustrating and rewarding in equal measure. Have fun!

Notes

Most of the examples in this post are from The Guardian's Cryptic crossword No 29,916.

If you're keen to try a cryptic crossword after reading this (as you should be!), The Guardian's website has a large archive of puzzles to try.