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"Try not to laugh or grin" is a naming convention fad of some Youtube videos, popular particularly in October of 2008. Each video is different, and there are some variations in title. Although the concept is similar to the You Laugh, You Lose meme present on 4chan, it is unclear whether this fad came from the 4chan meme, or if it is an example of convergent memetic evolution.
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The variations of the phrase "X Challenge, Impossible" originated from YouTube clickbait Try Not To Laugh videos, which would often tack on a word to denote the difficulty of the challenge. The phrase then entered mainstream internet slang in memes and Twitter discourse, primarily during the early 2020s.