Vanilla crosswords, and where they fall short

As you may already know, a crossword is a puzzle where solvers are tasked with filling in a grid using words and phrases that intersect one another. Answers are written either vertically or horizontally, otherwise known as “down” and “across”. An example of this is displayed below — click on the grid to reveal or hide all answers!

RISKS ONION WAZOO DWELT YES..

Across

  1. Endangers (5)
  2. “Bloomin’” item at Outback Steakhouse (5)
  3. Plentifully: up the ________ (5)
  4. Resided (5)
  5. You wanted to see me because...? (3)

Down

  1. Rambunctious (5)
  2. Totally blown away (2,3)
  3. S, M and L (5)
  4. ________-Aid Man, mascot known for smashing through walls and yelling "Oh, yeah!" (4)
  5. Pesky little twerp (4)

In a typical crossword such as this, each answer is clued using a definition or synonym thereof. For instance, the clue at 8 Across

Resided (5)

tells us to look for a five-letter synonym of “resided”. The clue and the answer must grammatically “agree”: if the clue is written in past tense, say, so must the answer. This means that the solution for 8 Across might be something like LIVED or BIDED, but cannot be STAYS, ABIDE or LODGE. Likewise, it is possible for the clue at 1 Across

Endangers (5)

to have the answer HARMS, but not PERIL.

Answers may consist of multiple words. For example, the 2 Down clue

Totally blown away (2,3)

asks us for a phrase meaning “totally blown away”. The bracketed quantities, separated by commas, denote the length of each word, so we want to come up with a two-word phrase where the first word has two letters and the second one has three. Hyphenated answers are notated similarly — for instance, The Kew Gardens Book of Crossword Puzzles clues the answers TRADE-IN and SON-IN-LAW as follows.

Item given to partly pay for a new one (5-2)
Husband of one's daughter (3-2-3)

Plain crosswords like this (also known as “straight” or “vanilla” crosswords) are incredibly fun to solve, but they fall short in terms of the uniqueness of each clue’s answer. For example, to solve the clue for 1 Down,

Rambunctious (5)

we must identify a five-letter synonym for “rambunctious”. While this information may seem specific at first glance, it may not be enough for us to confidently pinpoint a single word as our answer. In fact, this leaves dozens of options like NOISY and ROUGH (neither of which is the right answer) on the table, with no further info to help narrow things down.

Introduction to cryptic crosswords

Unlike vanilla crosswords, where each clue may correspond to a whole host of possible answers, cryptic crosswords eliminate this issue by having each clue provide not just one but two ways of deducing the answer word or phrase.

The structure of a cryptic crossword clue

Alongside a definition, a cryptic crossword clue also has an additional element of wordplay as an alternative means of inferring the answer. To illustrate this, let us consider the clues

Try selection of chocolate sticks (4)
Disrupted rebel action for feast (11)
which correspond to the answers TEST and CELEBRATION respectively.

Each cryptic crossword clue comprises two parts that point to the same answer: the definition and the wordplay. The definition, which works the same way as it does in a plain vanilla crossword, always appears at the very start or the very end of the clue. The definition may consist of multiple words.

Try selection of chocolate sticks (4)
Disrupted rebel action for feast (11)
Definition
Wordplay
As exemplified by the second clue, the definition and wordplay may be optionally connected with a linking word, usually in the form of a verb or preposition that references how the wordplay "leads to", "produces", "comes from" or "is found in" the definition (or vice versa). Here are a couple more examples:
Kind of awful desecration (11)
Republic is part of crusade (3)
Anticipate lecture producing spit (11)
We hear Monday and Sunday cause confusion (4)
Grass study announced (4)
Chatter about tool (7)
Definition
Wordplay
Excluding linking words, each word in a cryptic crossword clue must either belong to the definition or part of the wordplay. Every word must serve a purpose, with not a single one wasted.

(The answers to the six clues above, by the way, are CONSIDERATE, USA, EXPECTORATE, DAZE, REED and RATCHET. All clues in this section are extracted from The Guardian's first ever Quick Cryptic crossword.)

At this point, you might be wondering how exactly the wordplay is tied to the answer. After all, how in the world could the phrase “awful desecration” possibly be related to any synonym of “kind”? We’ll cover this in detail in the coming sections, but for now just remember that part of the enjoyment in solving cryptic crosswords lies in discerning between the definition and the wordplay. Identifying where the definition is can be tricky owing to misleading “surface readings”, i.e. what the clue appears to mean when read as a normal ordinary sentence. For example, consider the following clue from one of The Guardian’s Everyman crosswords:

Fight back, restricting opening of secret files (5)
Definition
Wordplay

Here, the definition is “files”. Since the clue apparently alludes to cyberattacks and digital file protection, we might be inclined to think of “documents” or “data” as potential synonyms. Nonetheless, this turns out to be deliberate misdirection set up by the clue writer. The correct answer for this particular clue is RASPS, which is an entirely valid synonym for “files”, just not in the sense we might initially expect.

How the wordplay works

Wordplay is the single most remarkable feature of cryptic crosswords. The wordplay portion of a clue tells you how to play around with certain words and letters in order to stitch together and form the final answer. This can be done in a variety of ways:

  • Double definitions
  • Anagrams
  • Abbreviations and charades
  • Reversals
  • Containers
  • Hidden words
  • Extractions and deletions
  • Homophones, voices and Spoonerisms
  • &Lit and cryptic definitions

Here, we’ll briefly go through each of these clue types, explaining how they work and how they can be spotted. This is by no means a comprehensive guide, but should be enough for those just starting out.

Double definitions

In a double definition clue, the wordplay part of the clue gives an alternative definition of the answer word. For example, this clue from a Quick Cryptic crossword

Bold undertaking in business (10)

gives the answer ENTERPRISE, which can mean either a “bold undertaking” or a “business”. The same crossword also has the clue

Observe one seeking to obtain secret information (3)

which provides a pair of different definitions for SPY. Trickier examples from this Quiptic crossword include

Don't eat the kind of food served at McDonald's (4)
How steak may be cooked that's good for you! (4,4)
Problem for driver in boring old Phoenician city (4,4)

with the answers FAST, WELL DONE and FLAT TYRE. In the last clue, “boring” serves as a synonym for FLAT, while TYRE is the name of a Lebanese city, one of the oldest in the world.

Setters that feeling particularly crafty may at times sneak in a triple definition clue, although this happens very rarely.

Anagrams

A pair of words (or phrases) are said to be anagrams if one can be formed by rearranging the letters in the other, e.g. LISTEN and SILENT. In an anagram clue, a set of letters are provided and must be rearranged to form the answer.

Withstand manipulation of sister (6)

In the clue above, the answer can be obtained via “manipulation of sister”. Sure enough, if we manipulate (i.e. rearrange) the letters of SISTER, we get RESIST, another word for “withstand”.

Here, the word “manipulation” acts as an anagram indicator (or “anagrind”) which informs solvers of the clue type. Anagram indicators generally fall into one of the following categories.

Category Examples of anagram indicators
Change and rearrangement arranged, upset, out, rewritten, resort (as in “re-sort”)
Movement and motion roaming, moving, dancing, playing, about
Strangeness and untruths odd, weird, off, criminal, glitch
Destruction and deterioration accident, disaster, broken, injured
Chaos and insanity revolution, lunatic, messy, wild
Novelty and unfamiliarity new, novel, special, different

This Quick Cryptic includes examples like

Pete's wrong. It's too expensive (5)
Raptor attacked talkative bird (6)

where the letters in PETES and RAPTOR can be mixed up to give the answers STEEP and PARROT respectively. “Wrong” and “attacked” act as anagram indicators.

Now consider this pair of clues, one from an Everyman and one from a Quiptic.

Wonderful, for it told us how to dance (3,2,4,5)
Faulty hearingMr Ali's troubled with it (8)

The first clue is a skilfully disguised anagram, with “to dance” acting as our anagram indicator. If the fourteen letters in FOR IT TOLD US HOW were “to dance”, they may form the phrase OUT OF THIS WORLD, which means “wonderful”.

In the second clue, one might quickly spot that “troubled” is an anagram indicator, instructing us to rearrange the letters in MR ALIS. However, this only gives us six letters, clearly insufficient for an eight-letter answer. Rereading the clue, we notice that MR ALIS aren’t the only troubled letters — they’re troubled with IT. Jumbling up MR ALIS IT gives us the answer MISTRIAL, a synonym for the beautifully misleading definition “faulty hearing”.

Abbreviations and charades

Cryptic crossword clues utilise an enormous number of abbreviations from such diverse disciplines as Roman numerals, chess notation, country codes, noble ranks, scientific terminology and the NATO phonetic alphabet. In a charades clue, abbreviations and/or words are merged and concatenated to form the answer. This Quick Cryptic, for example, has the following clues.

Creep regarding small mythical beasts (7)
Golfers' cries had sound of pain to give a sign of things to come! (10)
Old United shirt is unfashionable (3)

In the first clue,

  • The word “creep” can be replaced by the synonym DRAG.
  • “Regarding” is a synonym of ON. (For instance, the title of Charles Darwin’s On the Origin of Species means the same thing as “Regarding the Origin of Species”.)
  • As a clothing size, the word “small” is commonly abbreviated as S.

Putting everything together, we get DRAG + ON + S = DRAGONS, which are mythical beasts.

Likewise, the second clue produces the word FORES (golfers’ cries) + HAD + OW (sound of pain) = FORESHADOW, which means to give a sign of things to come.

Finally, in the last clue, each of the first three words can be abbreviated as O, U and T (as in a T-shirt), which spell the answer OUT, meaning “unfashionable”.

A cryptic crossword clue may involve any number of wordplay techniques. For example, solving the following clue requires both anagramming and charades.

Story of knight with unhappy love (5)

In chess notation, a “knight” is abbreviated as N. Coupled with an unhappy (i.e. broken; anagrammed) version of LOVE, we get N + OVEL = NOVEL, a type of fictional story.

As shown by “knight” in the example above, the abbreviation of a word or phrase may differ from its initials. Moreover, an abbreviation is valid only if it is permitted by the dictionary.

Reversals

Reversals are quite straightforward (or rather, straight-backward). Reversal indicators are usually words that describe rotations, reflections and opposite directions. Some indicators may even reference the direction in which the answer is written — for example,

  • For an across clue, “westwards” and “from the east” act as reversal indicators by implying that letters should be written from right to left.
  • For a down clue, “brought up” and “elevated” act as reversal indicators by implying that letters should be written from bottom to top.

Have a look at these clues from a Quick Cryptic:

Lived and observed with reflection (3)
Merrymaking in bar taken the wrong way (5)
Abused free returns (7)

with answers WAS (reversal of SAW), REVEL (reversal of LEVER) and REVILED (reversal of DELIVER).

This can once again be mixed with other clue types, as seen in this Everyman clue:

Numerous Dutch rejected old go-getter (6)

Here, “numerous” can be substituted with MANY, while “Dutch” can be shortened to D. If the letters in MANY + D are reversed (“rejected”), we get DYNAM, which can be paired with O (abbreviation of “old”, as in “good o’ days”) to get DYNAMO, another word for a go-getter.

Containers

Some clues require us to place words inside other words:

Laments of the French in unruly siege (7)
Number, day by day in urban area, subdued (5,4)
Give love, siezed by urge of glory (7)

In the first clue, “the French” refers to the French translation of “the” — LE. If we put this inside an unruly anagram of SIEGE, we get E(LE)GIES = ELEGIES, a synonym of “laments”.

To tackle the second clue, we start by replacing “number” with the number ONE. Since “day” can be replaced by D, putting “day” by “day” would give us the digram DD. Lastly, we introduce the string ONE + DD into the urban area of TOWN to get T(ONE + DD)OWN = TONED DOWN, which means to be subdued.

In the third clue, the words “give” and “urge” are synonymous to LEND and SPUR respectively. In tennis, the term “love” is used to represent a score of zero, which looks like an “O”. Hence, if LEND + O is seized by SPUR, we would have SP(LEND + O)UR = SPLENDOUR, a synonym of “glory”.

Hidden words

In a hidden word clue, the answer is concealed within the clue itself. For instance, hidden in the clues

Gum unpasteurised? Not entirely (5)
Horrified, as some windbag has telephoned (5,4)

are the answers PASTE and AGHAST. Hidden word indicators are often descriptions of secrecy, disguises or partiality.

Hidden word and reversal indicators can be used together to clue words that are camouflaged in reverse. This is illustrated by this Quick Cryptic which has the clues

Slice of upside down cake I purchased in dish (3) [down clue]
Sizeable keg Ralph carries back (5)
Rejected part of lifetime retirement transfer (5)

and the backwardly concealed solutions PIE, LARGE and REMIT. Since the first clue’s hidden-word indicator “upside down” references vertical reversal, it is only valid when used as a down clue.

Extractions and deletions

Some clues require extracting letters from one or more words. Various indicators are used to specify the type of letters to be selected.

Letters to be extracted Examples of extraction indicators
First letter initially, primarily, principally, at first, root, head, starter, introduction
Last letter ultimately, finally, at last, ending, conclusion
First and last letters extremely, sides, banks, borders, edges, case
Central letters heart, core, centre, insiders
Every other letter regularly, alternately, occasionally, on and off, at odds*, oddly*, evens out*, evenly*

*"At odds", "oddly" and "evens out" refer to the extraction of letters at odd-numbered positions of a word; whereas "evenly" refer to the extraction of letters at even-numbered positions.

Here are three extraction clues. The second one comes from this Quiptic crossword.

Leaders in some criminal alliance masterminding trick (4)
Defective neutral and live, both ultimately having no connection (9)
Troubling rhetoric undermines talented Latino singer, essentially (10)
Regularly wrote of great sorrow (3)

This first clue directs our attention to the “leaders” (i.e. leading letters) of the phrase “some criminal alliance masterminding”, giving us SCAM, a kind of trick.

In the second clue, we’re told that seven-letter word NEUTRAL is defective, implying that it should be anagrammed. To find the two remaining letters out of the nine, we take the ultimate letters of both “and” and “live”, thus acquiring D and E. Consequently, if all of NEUTRAL, D and E are defective, we get the word UNRELATED, defined by the setter as “having no connection”.

In the third clue, the word “essentially” indicates that we should look at the essential and central letters of the preceding words. This gives us the digrams TO, RM, EN, TI and NG, which spell out the answer TORMENTING.

For the fourth clue, we look at the letters of the word “wrote”, but only on a regularly basis. Focusing only on every other letter, we get the word WOE, meaning great sorrow.

Contrary to extraction indicators, deletion indicators tell us to remove part of a given word.

Letters to be deleted Examples of deletion indicators
First letter decapitated, heads off, scratching head, defaced, needing no introduction
Last letter mostly, almost, unfinished, cut short, scratching bottom, endless, detailed (as in “de-tailed”)
First and last letters unlimited, barely, peeled, shelled, case dismissed
Central letters gutted, emptied, vacated, disheartened, disembowelled

Here are a few examples taken from Cryptic Crosswords for Dummies:

Shriek, losing head, to get dairy product (5)
Drunken affair, without very loud operatic song (4)
Cut short uncontrolled slide to go over snow (3)

The first clue states that “shriek” has lost its head — replacing “shriek” with its synonym SCREAM, we can removing its heading letter S to get CREAM, a dairy product.

In the second clue, we are told that AFFAIR is drunken and should be anagrammed after the removal of “very loud”, which is represented in musical notation as FF. Thus, we take out FF from AFFAIR to get AAIR, an anagram of the answer ARIA.

In the final clue, an “uncontrolled slide” can be represented by SKID. Cutting SKID short, we remove its ultimate letter to get SKI, which means to go over snow.

Homophones, voices and Spoonerisms

Homophones are words that sound alike, e.g. ALLOWED and ALOUD. Cryptic crossword clues relying on these auditory coincidences are marked with homophone indicators, which are often related to the sense of hearing, verbal communication, or audio transmission. Examples from this Quick Cryptic include the following.

We hear this resembles a rabbit's fur (4)
Boy star on the radio (3)

The first clue has the answer HAIR, which when heard resembles a HARE; the second clue gives the solution SON, which when broadcast on the radio may sound a bit like the SUN.

Perhaps surprisingly, even homophone indicators can be used together with other clue types. Take the clue below as an example.

A baron puts to sea, we're told, goes down by rock (7)

The word “baron” can be abbreviated as B, and prefixing this with the letter A results in AB. Since the phrase “puts to sea” is a paraphrasing of “sails”, the part before the comma essentially translates to AB-SAILS, which when “told” verbally is pronounced the same as ABSEILS, defined here as “goes down by rock”.

Like homophone clues, voice clues are constructed and deciphered based on the proununciation of various words and phrases. In addition to this, voice clues also reference the way different people are known to speak, as exemplified by this clue from a Quick Cryptic.

Cockney's bald and stuffy (7)

In this clue, the word “bald” means the same thing as HAIRLESS, which when said with a Cockney accent — dropping our /h/ sounds — renders itself homophonous to AIRLESS, another word for “stuffy”.

A particularly noteworthy type of voice clue is known as Spoonerisms. Named after Reverend Spooner, Spoonerisms refer to when the leading consonants of two words or syllables are accidentally swapped, resulting in a different and sometimes humorous phrase. For example, a “crushing blow” may be mispronounced as a “blushing crow”, while “well-oiled bicycles” may be mistaken as “well-boiled icicles”. The same pattern is leveraged in this clue from a Guardian Cryptic:

Spooner's important alarm for apiarist (9)

where the answer BEEKEEPER may feasibly be misinterpreted by Reverend Spooner as a KEY BEEPER.

&Lit and cryptic definitions

Near the start of this post, we stipulated that it must be possible to split any cryptic crossword clue into two halves: one with the definition and the other the wordplay. While this is true for the majority of clue types, there are two exceptions to this rule, which we will introduce below.

In cryptic crossword jargon, the term “&lit” stands for “and literally (so)”. In an &lit clue, the entire clue acts simultaneously as the definition and the wordplay:

Primarily ostentatious soirée comprising actors' rambling speeches? (6)

As this is an &lit clue, we know that not only will the answer arise from the wordplay “primarily ostentatious soirée comprising actors’ rambling speeches”, but it will also semantically refer to a primarily ostentatious soirée that comprises rambling speeches delivered by actors. Indeed, if we treat “primarily” as an extraction indicator and observe the initial letters of each subsequent word, we get OSCARS — a primarily ostentatious soirée infamous for actors’ rambling speeches.

This Guardian Cryptic features the &lit clue adapted below:

Ooh, I love purchasing, initially getting cash out! (10)

To parse this clue, we replace “love purchasing, intially” with the initals LP. Thus, if the letters OOH I LP receive CASH and are “out”, they can be anagrammed to become SHOPAHOLIC, of which the entire clue is a fitting description.

The final clue type is called a cryptic definition. A cryptic definition clue is practically identical to a vanilla crossword clue, but with a whole load of extra trickiness, misdirection and punning thrown in. Have a look of these clues, which are oddly selected from but two Guardian Cryptics.

They're up for approval (6)
Puzzle with many twists and turns involved (6,4)
Leaves collected here for potting (6)
His work is bound to receive public attention (6)
Dramatic confidence? (5,7)

Their answers:

  • THUMBS, which may be up to gesture approval;
  • RUBIK’S CUBE, a puzzle that literally requires dozens of twists and turns;
  • TEABAG, in which tea leaves are sealed for use in a teapot;
  • AUTHOR, whose work must be bound after being printed; and
  • STAGE WHISPER, a theatrical (“dramatic”) representation of someone spilling the beans (“confidence”).

Both &lit and cryptic definition clues are commonly (but not necessarily) indicated with a question and/or exclamation mark.

Conclusion

This brings us to the end of the guide! Below, I’ve listed a bunch of resources that I found (and still find) useful for learning how to solve cryptic crossword clues.

  • For reference…
    A Cryptic Clue Guide from Puzzling Stack Exchange: “What exactly is a cryptic crossword clue, and how do I write one?”

  • For some fun daily practice…
    Minute Cryptic, a Wordle-esque website and app that publishes new and original cryptic crossword clues every day along with explanatory YouTube videos.

  • For the real deal…
    Free online cryptic crosswords published by The Guardian. Crosswords are classified into several categories, namely (in increasing level of difficulty) Quick Cryptic, Everyman*, Quiptic, Cryptic, Prize and Genius.

*Note: The Guardian’s Everyman collection includes only crosswords published before late April 2025. Newer ones are available on The Observer’s website.

And just for fun, I’ve set my own tiny cryptic crossword below, with a few parsing hints to guide you through each clue. Good luck!

Oh, and the clue shown in the description of this post has the answer PUNISH. The definition is “sentence” while the wordplay uses the charades PUN + ISH.


GRATED .I.R.O ACTING SHAMES K.C.S. SMOOTH

Across

  1. Lunatic gutted after “The Dumping Ground” (6)
  2. Playing a role in proceeding (6)
  3. Humiliates that woman eating a medium steak initially (6)
  4. On reflection, hard to love leading characters in “Midsummer” scene: “The course of true love never ran like this...” (6)

Down

  1. With immense fortune and ultimate power, one acquires copyright tied to Beethoven's Fifth (4)
  2. Use scissors to ruin my odds (4)
  3. Puppies' tails (4)
  4. Questions about a second occasional kiss (4)
  5. Old feline comes back for snack (4)
  6. Part of someone's transformative birdhouse (4)

Stuck?
Click on a clue for help!