offering a challenge; testing one's ability, endurance, etc: a challenging course; a challenging game.
stimulating, interesting, and thought-provoking: a challenging suggestion.
provocative; intriguing: a challenging smile.

Origin of challenging

1300–50; Middle English, as gerund; 1835–45 for def 1; see challenge, -ing2
Related formschal·leng·ing·ly, adverbnon·chal·leng·ing, adjectiveun·chal·leng·ing, adjective Unabridged Based on the Random House Unabridged Dictionary, © Random House, Inc. 2019

Examples from the Web for challengingly

Historical Examples of challengingly

  • "I included him; I said 'we,'" said Winthrop, challengingly.

    East Angels

    Constance Fenimore Woolson

  • "But you can tell him, if you've a mind," Julian went on challengingly.

    The Price of Love

    Arnold Bennett

  • “Mamma was sick or she wouldn't,” she added, challengingly, to Robert.

    The Portion of Labor

    Mary E. Wilkins Freeman

  • She closes her lips trimly and looks steadily and challengingly at him as she sits more collectedly than ever.

    You Never Can Tell

    George Bernard Shaw

  • "Heard you've got a sale on robots," Red-tie said, challengingly, as he stepped aside for his wife.

    The Salesman

    Waldo T. Boyd

British Dictionary definitions for challengingly



demanding or stimulatinga challenging new job
Collins English Dictionary - Complete & Unabridged 2012 Digital Edition © William Collins Sons & Co. Ltd. 1979, 1986 © HarperCollins Publishers 1998, 2000, 2003, 2005, 2006, 2007, 2009, 2012