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4 guys in line. Guy in the back of the line inserts a buttplug into his own ass and his thumb into the ass of the guy in front of him whilst masturbating. That guy does the same to the gentleman in front of him, and so on down the line. The guy in front of the line is in charge of the speed and tenacity of the group. He may also call out cadences. "Feel the rhythm, feel the rhyme. Let's all get off, it's bobsled time!"
Me and the fellas at work got bored and tried the Jamaican Bobsled in the conference room. A real team building experience.
by Sanka Coffie November 08, 2019
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Apr 20 Word of the Day
A term used to reference cannabis/marijuana/weed.
This Jazz Cabbage got me zooted. Jazz Cabbage is less harmful than Squares. I’m smoking that Jazz Cabbage boy.
by Gypsiehood97 December 30, 2017
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2
This is when You have anel sex with a woman or a man at the top of a stair case and when u are about to ejaulate u take their knees out and ride them down the steps like a bobsled
Man I was banging my girl hard in the ass last night and as a joke i gave he an olympic size jamaican bob sled
by Draven X September 03, 2006
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3
Riding a black woman down a flight of stairs.
She wanted some more crack, so she let do a jamaican bobsled on her for it.
by Alkl April 11, 2006
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4
The act of sending your significant other out on an errand while you secretly install a fuck swing in the foyer of your house so that you can get in face down and surprise them with a new place to put the tv remote when they return.
"Man, frank really screwed up a Jamaican Bobsled last night. He forgot to lock the cat up and it got ahold of his frank and beans."
by DickDouche22 July 05, 2017
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5
Where one person sits on the front of a skateboard and the other one stands on the back and pushes. Used to travel places when only one skateboard is available.
Joey and I didn't have a ride to the party last night so we Jamaican bobsledded there.
by Michael 34S April 10, 2011
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6
When a person defecates on the chest of a large breasted woman and it slides down through her breasts toward her stomach.
"Last night my Jamaican Bobsled was clocked traveling at 30 mph."
by csimi February 07, 2009
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