keep (someone) guessing

phrase

: to make it impossible (for someone) to know what will happen next
The many twists and turns in the plot will keep readers guessing until the last page.

Examples of keep (someone) guessing in a Sentence

Recent Examples on the Web
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Everyone—from bankers to studio chiefs—will keep guessing what counts as market power when the biggest player in streaming never had to test its limits in court. Nick Lichtenberg, Fortune, 28 Feb. 2026 Fain said Thursday night that union workers at all three companies should be ready to join the strike immediately if called upon, so the automakers have to keep guessing about which factories could be hit next — pressuring them to bargain. Lauren Kaori Gurley, Washington Post, 15 Sep. 2023 And by keeping them shrouded, we're all forced to just keep guessing. CBS News, 7 Dec. 2022 The radio squad encourage Harlow to keep guessing and eventually start giving him hints. Billboard Staff, Billboard, 11 May 2022

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Cite this Entry

“Keep (someone) guessing.” Merriam-Webster.com Dictionary, Merriam-Webster, https://www.merriam-webster.com/dictionary/keep%20%28someone%29%20guessing. Accessed 20 Jul. 2026.

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