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Jamaican Vacation 

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."
Jamaican Vacation by dirft84 February 3, 2010

Jamaican Bobsled 

Step 1: Take a huge shit.
Step 2: Find a nice big long piece.
Step 3: Place shit in freezer.
Step 4: Wait until frozen.
Step 5: Use as a dildo on your lady friend.
Renee was using her toys the other night, when one of them broke. Doesn't matter. We can still make a Jamaican Bobsled.
Jamaican Bobsled by leeden82 December 7, 2010

Jamaican Barbeque 

A party or gathering in which guests are allowed to invite themselves over to someone's house or car in order to smoke weed, usually for free.
Hey man, I just got paid today. Do you want to buy an ounce of weed, call up some people, and have a Jamaican Barbeque?
Jamaican Barbeque by Gabriel Sa October 15, 2008

Jamaican Bobsled 

Fucking a chick in a shitty bunghole, pulling it out and then sliding your cock between her ass cheeks.
"after screwing that chick in her dirty bum, my cock looked like a Jamaican bobsled sliding through her cheeks."
Jamaican Bobsled by Santo Mafioso February 27, 2008

jamaican lime twist 

is when a man places his anus over a girls face, starts to poop, then urinates in his own face.
i like it when you give me a jamaican lime twist baby!

Jamaican Water Fountain 

When a man is receiving oral sex, he proceeds to look down and yell "hey man" in a deeply Jamaican accent. At this point, the girl looks up in confusion. This is where the man takes out his dick, slaps her in the face with it, then pisses on her face and walks out.
I was giving this guy head and thought he enjoyed it before he pulled a Jamaican Water Fountain.