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..."

by P Banger February 15, 2010

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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?"

by yea bro August 9, 2007

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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.

by blimRU February 10, 2011

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The Jamaican bobsled

Find a steep gravel road and lay on it flat stomach with your cock facing up. Have someone push you done then the gravel will tear the skin off your penis.

“How’d you get into the hospital”

“Oh I did the Jamaican bobsled”

by Jantie th February 5, 2020

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