Usually means: Children's nursery rhyme, uphill journey.
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We found 5 dictionaries that define the word Jack and Jill:

General (3 matching dictionaries)
  1. Jack and Jill: Wiktionary
  2. Jack And Jill (Raydio song), Jack and Jill (Malayalam film), Jack and Jill (Raydio song), Jack and Jill (TV series), Jack and Jill (comics), Jack and Jill (dance), Jack and Jill (disambiguation), Jack and Jill (magazine), Jack and Jill (nursery rhyme), Jack and Jill (organization), Jack and Jill (song), Jack and Jill (upcoming film), Jack and Jill, Jack and jill: Wikipedia, the Free Encyclopedia
  3. jack and jill: Longman Dictionary of Contemporary English

Slang (2 matching dictionaries)
  1. jack and jill: English slang and colloquialisms used in the United Kingdom
  2. the jack and jill: Urban Dictionary

Definitions from Wiktionary (Jack and Jill)

noun:  (chiefly attributive) A bachelor party or bachelorette party to which both men and women are invited.
noun:  (rhyming slang) A bill (as for a restaurant meal).
noun:  (rhyming slang) A till (cash register).
noun:  (rhyming slang) A hill.
noun:  (rhyming slang) A pill, especially the contraceptive pill.

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