this post was submitted on 28 Sep 2023
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I always assumed it was a pun for kids, cuz I've only seen them in cartoons. A "night cap" is usually an alcoholic drink taken to help you sleep, but in a kids cartoon it's a literal cap worn at night.
Apparently the garment came first, and then the drink was called a nightcap to allude to how it keeps you warm and cozy as you drift off to sleep.