When you reach from behind and through your legs in a bent over fashion with one foot propped up upon an object such as a table or chair.
My mom totally caught me busting out a Jamaican Jerk last night.
by Lickibra June 10, 2008
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To receive a hand job after an intense sunburn on one's genitalia.
After lying naked in the sun for hours, John got a sunburn on his dong. He went home and his girlfriend Jamaican Jerked him with Aloe Vera.
by Rufioau January 18, 2009
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A woman, who is currently menstruating and not wearing any protection, only panties, gives a guy a handjob and lets him cum all over her "Red Stripe".

Red Stripe is usually known as the most famous beer from Jamaica
"My girlfriend is on the rag, and it sounds weird, but that turns me on. She gave me a Jamaican Jerk the other day. It was awesome!"
by Gutterbrain August 28, 2011
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Applying various spices to your penis during gratification. At climax, the ejaculate is collected and added to savory meat dishes.
In tonight's episode of Hellish Kitchen, Dylan's dish stole the show with his rustic rendition of the Jamaican Jerk-off.
by Metamuciliac August 12, 2015
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A highly localised twist on the traditional circle jerk, this variant requires all members of the circle jerk to have full bottles of Red Stripe Beer lodged in their anuses. The idea is to absorb as much Red Stripe through the rectum, as possible before climaxing.
- "Yo, Brent, you coming to the Jamaican Circle Jerk tomorrow?"

-"Yeah, but first I gotta pick up a case of Red Stripe"
by Hildegaard Van Heusen April 14, 2012
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