perplexing

adjective

per·​plex·​ing pər-ˈplek-siŋ How to pronounce perplexing (audio)
Synonyms of perplexingnext
: difficult to understand : causing confusion
A perplexing feature of insomnia is that people seem to overestimate their sleep loss.Rita L. Atkinson et al.
Chronic acalculous biliary disorders are among the most perplexing diagnostic and therapeutic challenges in medicine.Richard M. Gore
A perplexing problem, often encountered by cat owners, is that of a refusal to use the litterbox after using it for years in the past.Susan L. Mathews
perplexingly adverb
a perplexingly complex problem
This was all that I could observe of her in the dim light and under the perplexingly strange circumstances of our meeting. Wilkie Collins

Examples of perplexing in a Sentence

Recent Examples on the Web
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But as the adorable pair get acclimated to life in the nest, they've been observed doing some perplexing – perhaps even seemingly concerning – behavior. Michelle Del Rey, USA Today, 8 Apr. 2026 Of those lowlights, Chapman’s failed attempt to steal second base was especially perplexing given his reputation as an excellent baserunner. Justice Delos Santos, Mercury News, 7 Apr. 2026 And, equally perplexing, why was the moon in America? Kathryn Hughes, The New York Review of Books, 4 Apr. 2026 The judging is vexing and perplexing. Rebecca Alter, Vulture, 28 Mar. 2026 See All Example Sentences for perplexing

Word History

First Known Use

1585, in the meaning defined above

Time Traveler
The first known use of perplexing was in 1585

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Cite this Entry

“Perplexing.” Merriam-Webster.com Dictionary, Merriam-Webster, https://www.merriam-webster.com/dictionary/perplexing. Accessed 15 Apr. 2026.

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