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/Sounds like "chees" (as in "cheek") + "TOH" (as in "toll") + "soh" (as in "solo")/

Meaning

A naturally funny person who makes people laugh not by trying hard, but by reading the moment perfectly. In Colombia, Mexico, and Venezuela, a chistoso is the one who can turn any dinner table or long meeting into something enjoyable with a single well-timed comment.

Examples

Uncle Ramiro is the family's comedian: without any preparation, he turns any dinner into an hour of laughter.

Every office has a chistoso who saves the long meetings with a perfectly timed joke.

Regional synonyms
Bandera de México
Bandera de Colombia
Bandera de Argentina
Payaso

In Mexico, to get thrown in jail or to lock someone up. "Tambo" is Mexican slang for prison, so entambar means to send someone straight there. Used casually when talking about arrests for street crimes or getting caught doing something you definitely should not have been doing.