Understanding NYT Crossword "What Does X Mean" Clues

I've been doing crosswords for years, and the "What Does [Something] Mean" clue format trips people up more than any other pattern. These aren't straightforward definition clues. The puzzle constructor is playing with you, and if you take the clue at face value, you'll waste time and fill in the wrong letters. When you see a clue like "What 'run' can mean" with, say, 6 letters, it's not asking you to list every definition of the word run. It's pointing you toward a specific alternate meaning that fits the crossing letters. The answer might be "HASTY" (a run for it), "ROUTE" (a bus run), or "TENDENCY" (a run toward something). The trick is using the crosses to eliminate possibilities quickly. I ran into this exact problem last week with a 7-letter answer. The clue was "What 'bear' can mean." I immediately thought of the animal and wrote BEARISH. Two crossings contradicted it entirely. The actual answer was "ENDURE" — as in "to bear weight." I spent about four minutes backtracking because I didn't parse the clue structure fast enough. Now I catch it in about thirty seconds.

Here's the practical approach: read the clue out loud. "What does X mean?" is almost always a double-definition or hidden-meaning indicator. The word in quotes or the specific term being queried is doing double duty — it has at least two meanings, and the puzzle wants the one that doesn't immediately pop into your head. Constructors love this because it forces you out of the obvious. Some common patterns you'll see: Weak verbs paired with strong nouns. "What 'light' can mean" often points to a weight or burden — think LIGHT as in not heavy versus LIGHT as in illumination. The crossword will want the one the other clue slots don't support.

Homophones disguised as definitions. Sometimes the answer is a word that sounds like the given term but means something completely different. "What 'sea' can mean" might actually be "SEE." Check your crossings before committing. The real bottleneck with these clues is time pressure. In a timed solve, you might spend 2-3 minutes bouncing between two candidate answers. I've found that setting a hard limit of ninety seconds per ambiguous clue keeps you moving without totally misfiring. If the crossings aren't confirming within that window, pick the answer that feels less obvious and move on. You can always come back. Another thing most solvers miss: the word "what" in these clues sometimes functions as a hidden indicator. "What 'bank' can mean" could literally be embedding the answer inside the surrounding grid or clue structure. It's rare in straightforward NYT clues but shows up more in harder puzzles, especially from constructors like Will Shortz himself. The answer might be physically inside the clue text rather than being a definition swap.

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What Does X Mean When Texting? Examples & How to Respond
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The main downside to training yourself on this pattern is overcorrection. Once you start suspecting trickery everywhere, you'll second-guess perfectly normal clues and slow your solve time significantly. I'd estimate it adds maybe ten to fifteen percent to your average solve duration if you're applying the skepticism too broadly. The fix is to use this heuristic only when the crossings genuinely conflict — not preemptively on every unfamiliar clue. If you want to practice, the NYT Mini crossword is the best low-stakes environment. The "What does X mean" format appears at least once per week, usually at the 3-down or 5-across slot where the crossing density is manageable. Start there before jumping into the full grid.