Usually means: In a manner unprincipled in love.
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We found 10 dictionaries that define the word caddishly:

General (7 matching dictionaries)
  1. caddishly: Merriam-Webster
  2. caddishly: Oxford Learner's Dictionaries
  3. caddishly: Collins English Dictionary
  4. caddishly: Vocabulary.com
  5. caddishly: Wiktionary
  6. caddishly: Dictionary.com
  7. caddishly: TheFreeDictionary.com

Business (1 matching dictionary)
  1. caddishly: Financial dictionary

Computing (1 matching dictionary)
  1. caddishly: Encyclopedia

Medicine (1 matching dictionary)
  1. caddishly: Medical dictionary

(Note: See caddish as well.)

Definitions from Wiktionary (caddishly)

adverb:  In a caddish manner.

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