sitting pretty

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sitting pretty (not comparable)

  1. (idiomatic, informal) Having a comfortable or certain supply of money or resources.
    Synonym: living on easy street
    • 1934, Investigation of Air Mail and Ocean Mail Contracts: Hearings before a Special Committee on Investigation of Air Mail and Ocean Mail Contracts, United States Senate, Seventy-third Congress, Second Session, pursuant to S. Res. 349 (72d Congress), a Resolution Creating a Special Committee of the Senate to Investigate Air Mail and Ocean Mail Contracts, Washington, D.C.: United States Government Printing Office, OCLC 1284238, page 2804:
      Part of that memorandum of Mr. Hanshue's refers to directors sitting pretty in thinking they were all set for certain benefits.
    • 1973 July 20, “People in the News”, in Time[1], archived from the original on 14 December 2008:
      Lauren Hutton, 28, was sitting pretty. The omnipresent model had just signed a two-year, $200,000 contract.
    • 2014 June 11, Michelle Lee, The Unexpected Package, [Bloomington, Ind.]: Trafford Publishing, →ISBN, page 90:
      I asked her if she realized Michael could be killed in Iraq and she had laughed and said it wouldn't matter as long as she had the baby she would be sitting pretty with his death benefits.
  2. (idiomatic, informal) In a favorable situation, especially a situation in which one possesses an advantage.
    • 1919, Donn Byrne, “chapter XXVI”, in The Strangers' Banquet, New York, N.Y.; London: Harper & Brothers Publishers, OCLC 285184, page 351:
      "I was sitting pretty all the time, Derry." Al had laughed at the self-accusation in her eyes. "You can tell them all from me—I was sitting on the world."
    • 1922, Rex [Ellingwood] Beach, “chapter XXIV”, in Flowing Gold, New York, N.Y.: Grosset & Dunlap Publishers, by arrangement with Harper & Brothers, OCLC 5140023, page 290:
      That's not a threat, sir, for they have played fair with me, and I sha'n't sacrifice a penny of their money—unless they force me to do so. But—I'm in control. I'm sitting pretty. They can't unseat me, and I warn them not to try.
    • 2010, Donald O'Donovan, “The Golden Age: From the Novel Orgasmo”, in The Sugarhouse: A Novella: Plus Four Novel Excerpts from Orgasmo; Night Train; Confessions of a Bedbug Hauler; Tarantula Woman, [s.l.]: Open Books:
      We were both sitting pretty back then, back in the 20th Century.

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