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paint the town red

idiom/peɪnt ðə taʊn rɛd/

to celebrate wildly and have a great time

After the long workweek, we decided to paint the town red and go out for a big night.

word origin — From an 1837 night when the Marquis of Waterford and friends rowdily painted Melton Mowbray's buildings red.

Idioms — Set 81

Set 81 of Idioms covers 5 idioms: paint the town red, a bitter pill to swallow, keep someone on their toes, cut someone to the quick, as right as rain. Each entry below includes its definition, an example sentence, and synonyms — practice them with the interactive cards above.

  1. paint the town red · idiom/peɪnt ðə taʊn rɛd/

    to celebrate wildly and have a great time

    After the long workweek, we decided to paint the town red and go out for a big night.

    Origin: From an 1837 night when the Marquis of Waterford and friends rowdily painted Melton Mowbray's buildings red.

  2. a bitter pill to swallow · idiom/ə ˈbɪɾɚ pɪl tu ˈswɑloʊ/

    a difficult or unpleasant reality that must be accepted

    Failing the final exam was a bitter pill to swallow, but I learned my lesson.

    Origin: From medicine — old medicines tasted truly bitter, so taking them required strong willpower despite their healing benefit.

  3. keep someone on their toes · idiom/kip ˈsʌmwʌn ɔn ðɛr toʊz/

    to keep someone alert and ready for anything

    The coach constantly changes the team lineup to keep the players on their toes.

    Origin: From sports like boxing — standing on the toes keeps a fighter alert and ready to move at any second.

  4. cut someone to the quick · idiom/kʌt ˈsʌmwʌn tu ðə kwɪk/

    to deeply hurt or offend someone

    Her words cut him to the quick, and you could see the hurt in his eyes.

    Origin: From the 1500s — 'the quick' meant living flesh under a fingernail; cutting it caused sharp, immediate pain.

  5. as right as rain · idiom/əz raɪt əz reɪn/

    to be completely fine or healthy

    After a good night’s sleep, I felt as right as rain again.

    Origin: From the 1800s British weather — rain was so frequent that it was considered the most natural, correct state of things.