The phrase comes from a viral video posted in 2020 showing a man wearing a New York Yankees cap with the brim cut off. The clip spread quickly on TikTok and Twitter as users reposted the reaction and applied it to other brimless hats and strange edits. Its short loopable line and distinctive mispronunciation of with as wit helped it become a lasting meme format. It remains popular for edits where something recognizable has had an essential part removed.