Usually means: Friendship including casual sexual relationship.
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We found 4 dictionaries that define the word friend with benefits:

General (4 matching dictionaries)
  1. friend with benefits: Merriam-Webster
  2. friend with benefits: Wiktionary
  3. friend with benefits: Dictionary.com
  4. Friend with benefits: Wikipedia, the Free Encyclopedia

Definitions from Wiktionary (friend with benefits)

noun:  (idiomatic, slang, non-vulgar) A friend with whom one has a casual sexual relationship.

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