Synonyms of shenanigan
1
a
: activity or behavior that is not honest or proper : deceptive or questionable practices or conduct
—usually plural
They were engaged in financial/political shenanigans.
… takes attention away from the shenanigans of corporate executives …—Anthony Lewis
b
: high-spirited or mischievous activity
—usually plural
students engaging in youthful shenanigans on the last day of school
But this is just a taste of all the shenanigans that went down.—Allie Gemmill
2
old-fashioned : a devious trick used especially for an underhand purpose

Did you know?

The history of shenanigan is as tricky and mischievous as its meaning. Etymologists have some theories about its origins, but no one has been able to prove them. All we can say for certain is that the earliest known uses of the word in print appeared in the mid-1800s. Although the "underhanded trick" sense of the word is oldest, the most common senses in use now are "tricky or questionable practices" (as in "political shenanigans") and "high-spirited behavior" (as in "youthful shenanigans").

Examples of shenanigan in a Sentence

students engaging in youthful shenanigans on the last day of school an act of vandalism that went way beyond the usual shenanigans at summer camp
Recent Examples on the Web
Examples are automatically compiled from online sources to show current usage. Read More Opinions expressed in the examples do not represent those of Merriam-Webster or its editors. Send us feedback.
The shenanigans ultimately prove slight but undeniably diverting. — Thomas Floyd, Washington Post, 23 Oct. 2026 After shenanigans, walk through the basketball court to where the path continues in the court’s southeast corner. — Jaclyn Cosgrove, Los Angeles Times, 22 Oct. 2026 Deft plotting, vivid characterization, and murky shenanigans power this relentlessly entertaining tale. — Monitor Reviewers, Christian Science Monitor, 19 Oct. 2026 Because whenever the topic of Orange County’s ever-filling green spring of bed-tax money is discussed, shenanigans seem to proliferate. — Orlando Sentinel Editorial Board, The Orlando Sentinel, 18 Oct. 2026 See All Example Sentences for shenanigan

Word History

Etymology

origin unknown

First Known Use

1854, in the meaning defined at sense 2

Time Traveler
The first known use of shenanigan was in 1854

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Cite this Entry

“Shenanigan.” Merriam-Webster.com Dictionary, Merriam-Webster, https://www.merriam-webster.com/dictionary/shenanigan. Accessed 28 Oct. 2026.

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