Top Definition
the act of anal sex with a reluctant partner, wherein he or she demands compensation in the form of an extended holiday to a tropical destination.
Guy 1: "I haven't seen Eric in the office all week, what's up with him?"

Guy 2: "Oh yeah, I think he took his wife on a Jamaican Vacation."
by dirft84 February 03, 2010
1 more definition
10 Words related to Jamaican Vacation
Getting high,tripping what ever you want to call it
I think its about time for my jamaican vacation
by Drur September 13, 2007

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