Usually means: Amusingly odd or whimsically humorous.
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We found 10 dictionaries that define the word drollingly:

General (10 matching dictionaries)
  1. drollingly: Merriam-Webster
  2. drollingly: Wordnik
  3. drollingly: Wiktionary
  4. Drollingly: Dictionary.com
  5. Drollingly: Online Plain Text English Dictionary
  6. drollingly: Webster's Revised Unabridged, 1913 Edition
  7. Drollingly: AllWords.com Multi-Lingual Dictionary
  8. drollingly: Webster's 1828 Dictionary
  9. drollingly: FreeDictionary.org
  10. Drollingly: TheFreeDictionary.com

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Definitions from Wiktionary (drollingly)

▸ adverb:  (archaic) In a jesting manner; humorously or jokingly.

Similar:
drolly, jocularly, humorously, jokefully, comically, facetiously, jestfully, kiddingly, jestingly, jokingly, more...

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Similar:
drolly, jocularly, humorously, jokefully, comically, facetiously, jestfully, kiddingly, jestingly, jokingly, more...



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