Jamaican Bob Sled 

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

Jamaican Bob Sled by Draven X September 3, 2006

Jamaican Bobsled 

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.

Jamaican Bobsled by Sanka Coffie November 8, 2019

Jamaican Bobsled Team 

A term used to describe a situation that is possible, but unlikely to happen. Popularized by the tv show Glee.

Based on the 1988 Winter Olympics team who fell short of winning any medals but did surprisingly well.

"What do you think the chances are that Jennifer will say yes if I ask her to go out with me?"

"Jamaican Bobsled Team, dude..."

Jamaican Bobsled Team by P Banger February 15, 2010

The Jamaican bobsled 

Minimum of 4 participants, run beside the bed, jump onto it and fuck the partner in front of you.

Me and a few friends are going to do the Jamaican bobsled tonight, want to join?

The Jamaican bobsled by ferkyferk21 November 23, 2011

jamaican bobsled 

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.

jamaican bobsled by Alkl April 27, 2006

Jamaican Bobsled 

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."

Jamaican Bobsled by DickDouche22 July 5, 2017

jamaican bobsled team 

v.
similar to a tobagon

the act of four black guys gangbanging a chick on top of a staircase and then riding her down.

The hooker asked, "Would you negros care for a jamaican bobsled team?"

jamaican bobsled team by yea bro August 10, 2007