How to Use freewheeling in a Sentence

freewheeling

adjective
  • She led a freewheeling life in the city.
  • James Bond has long been the model of the freewheeling hero who encounters danger and excitement in every corner of the globe.
  • The showers start in April, when a freewheeling dude enters your world and some very hot high jinks ensue.
    — Aurora Tower, Cosmopolitan, 10 Jan. 2017
  • That wild, freewheeling town had to make way for the modern metropolis.
    — Rich Cohen, WSJ, 11 July 2019
  • His sons had enjoyed a freewheeling childhood with an endless backyard.
    — Alaska Dispatch News, 8 Aug. 2015
  • But that comes with risk for a freewheeling politician with a history of verbal fumbles.
    — Bill Barrow, The Denver Post, 10 Aug. 2019
  • The silent generation thought boomers were too freewheeling.
    — Harvard Business Review, 30 Dec. 2025
  • Ball needs to pilot a freewheeling offense that preferably isn't too pick-and-roll oriented.
    — Luke Winn, SI.com, 19 June 2017
  • The freewheeling atmosphere was not restricted to the evening hours.
    — David Streitfeld, New York Times, 15 Sep. 2017
  • Foremost among them is Delaware’s status as a freewheeling tax haven.
    — Andrew Cockburn, Harper's magazine, 10 June 2019
  • Days with my children are both routine and freewheeling, bursting with creativity and mired in drudgery.
    — Lindsay Hunter, The Cut, 22 Jan. 2018
  • This freewheeling status was once a boon to the impoverished mainland.
    — Charlie Campbell, Time, 20 June 2019
  • For more than a decade, Cohen handled matters large and small for the freewheeling businessman.
    — Brian Bennett, Time, 12 Apr. 2018
  • But now the city’s residents, fed up with freewheeling, drunken louts on their streets, have worked in tandem to pressure the council to act.
    — The Economist, 2 Nov. 2017
  • The Senate plans more votes on other approaches in coming days in a freewheeling debate that could stretch through the week.
    — Susan Cornwell, Yasmeen Abutaleb, Alaska Dispatch News, 26 July 2017
  • Colbert got off some good lines — one about Bill Maher's freewheeling use of a racial slur comes to mind — but too often seemed dwarfed by the stage.
    — Daniel D’addario, Time, 17 Sep. 2017
  • As the Times predicted, the era of freewheeling liberalism was over.
    — Alexander Nazaryan, Newsweek, 21 Feb. 2018
  • Todd Snider, the freewheeling American artist known for his sharp wit and decades of genre-blending songwriting, has died.
    — Stephanie Giang-Paunon, FOXNews.com, 15 Nov. 2025
  • To remark that Wright’s novels were also satirical and freewheeling does not begin to cover it.
    — Dwight Garner, New York Times, 23 Feb. 2017
  • For decades, the Alamos authored one of the wildest Hollywood stories of that feverish and freewheeling time.
    — Rob Picheta, CNN Money, 28 May 2026
  • Mr Ye’s fate would fit a pattern of recent crackdowns on over-ambitious tycoons and the freewheeling financing of their firms.
    — The Economist, 8 Mar. 2018
  • Over time, Allgood likely will learn to be a bit more freewheeling on stage, more relaxed in her delivery and more richly nuanced in her sound.
    — Howard Reich, chicagotribune.com, 7 July 2017
  • Some of you were excited about Patri Friedman's plot to build a freewheeling utopia in the middle of the ocean; others, well, less so.
    — Wired Staff, WIRED, 23 Mar. 2009
  • Liman and his screenwriter Gary Spinelli tell the tale with all the freewheeling charm required of a caper picture.
    — David Sims, The Atlantic, 28 Sep. 2017
  • Perhaps Nunberg, who was known for being very freewheeling and open with the media, simply started talking and couldn't stop himself.
    — Aaron Blake, Washington Post, 6 Mar. 2018
  • Ann Maloney talked to local chefs who are making a freewheeling approach to sauce a hallmark of the New Orleans style.
    — Brett Anderson, NOLA.com, 28 May 2017
  • Kelly is credited with bringing order to the West Wing but also grates on the freewheeling president.
    — Ken Thomas, BostonGlobe.com, 30 June 2018
  • Kelly is credited with bringing order to the West Wing but also grates on the freewheeling president.
    — CBS News, 29 June 2018
  • Opening act the Doobie Brothers took plenty of solos as well, but in a much more freewheeling manner than Santana.
    — Ross Raihala, Twin Cities, 3 Aug. 2019
  • One of Randy Powers's recent nights out tells almost all there is to know about Houston's freewheeling spirit and Texas charm.
    — Rob Brinkley, ELLE Decor, 1 Nov. 2010

Some of these examples are programmatically compiled from various online sources to illustrate current usage of the word 'freewheeling.' Any opinions expressed in the examples do not represent those of Merriam-Webster or its editors. Send us feedback about these examples.

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