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I've heard of the expression cavorting with various women. Apparently, Google says the original expression is cavorting with the enemy, but I take that the definition is slightly different then. What is the meaning of this expression?

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    Where does Google say that the original expression is "cavorting with the enemy"? You are not going by the autocomplete choices that appear when you type "cavorting with", are you? – JeffSahol Sep 21 '11 at 13:18
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    If Google gives OP credence in cavorting with the enemy, I think that's either deliberate punning, or ignorant mistranscription, of consorting with the enemy. – FumbleFingers Sep 21 '11 at 15:57
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The OED gives it as being of US origin, first recorded in 1794 and with an original meaning describing the behaviour of the rider of a horse. An etymological note tells us that ‘from this comes the Americanism “cavorting” running or riding around in a heedless or purposeless manner.’

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    I think the referent of the "it" in the first sentence could be unclear. I assume you're just talking about the verb "to cavort." In that case, though, shouldn't a complete answer also address the meaning of "with various women"? – herisson Jul 14 '16 at 23:06
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The actual meaning of the phrase "cavorting with various women" is dating (and likely sleeping with) multiple women, as opposed to being in a stable, monogamous relationship.

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The LITERAL meaning of "cavort" is to "prance," "caper," "romp," and generally have fun.

http://www.thefreedictionary.com/cavort

But it can be used figuratively in the "dating" sense, insofar as what kind of "caper" or "romp" could be more enjoyable or fun?

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It means dating women, with a negative connotation.

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