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

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Getting high,tripping what ever you want to call it
I think its about time for my jamaican vacation
by Drur September 13, 2007

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Your favorite word on a white mug.

Create a mug

The Urban Dictionary Mug

One side has the word, one side has the definition. Microwave and dishwasher safe. Lotsa space for your liquids.

Buy the mug

The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

Buy the t-shirt

The Urban Dictionary T-Shirt

Smooth, soft, slim fit American Apparel shirt. Custom printed. 100% fine jersey cotton, except for heather grey (90% cotton).

Buy the t-shirt