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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
Words you can keep

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

Jamaican Bobsled Team 

While hooking up with a chick, drop a huge log on her chest and then titty fuck her with it
Oh man so I was watching Cool Runnings with my girl and I asked her if she's ever been introduced to the Jamaican Bobsled Team, she replied no, so I went ahead and fulfilled her wildest dreams.
Jamaican Bobsled Team by blimRU February 27, 2011

Jamaica's got a bobsled team 

Pop-culture phrase loudly exclaimed after one (or a group) achieves something which the person or group was unsure of completing. To be sung in a forced Jamaican accent, see ja-fake-an

Jamaica, we have a bobsled team 

From the movie Cool Runnings, they have a tune they sing that's "Some people say they know they cant believe, Jamaica we have a bobsled team"

Can be essentially a form to randomly convey a sense of nonsense comically in a situation; Being that Jamaica is not know for being ideal to bobsled in; but are know for getting high. So its funny to think of Jamaicans getting high and bobsledding in dirt like its snow.
"Houston, we have a problem"
"Jamaica, we have a bobsled team"
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