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tar baby

or tar·ba·by

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noun

a situation, problem, or the like, that is almost impossible to solve or to break away from.

Origin of tar baby

after the tar doll used to trap Brer Rabbit in an Uncle Remus story (1881) of Joel Chandler Harris

Dictionary.com Unabridged Based on the Random House Unabridged Dictionary, © Random House, Inc. 2019

Examples from the Web for tar baby

Contemporary Examples of tar baby

In any case, Mofaz appears to have hit the tar-baby between the eyes.
You Missed It, Mofaz
Bernard Avishai
July 9, 2012

Historical Examples of tar baby

He'll cut no more figure than a tar-baby at a Negro camp-meeting.
The Life and Letters of Walter H. Page, Volume II
Burton J. Hendrick