Top Definition
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 14, 2010

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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 08, 2007

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Your favorite word on a white mug.

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The Urban Dictionary T-Shirt

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The Urban Dictionary T-Shirt

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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 09, 2011

The Urban Dictionary Mug

Lotsa space for your liquids.

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The Urban Dictionary Mug

Lotsa space for your liquids.

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The Urban Dictionary Mug

Your favorite word on a white mug.

Create a mug

The Urban Dictionary Mug

One side has the word, one side has the definition. Microwave and dishwasher safe. Lotsa space for your liquids.

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The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

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The Urban Dictionary T-Shirt

Smooth, soft, slim fit American Apparel shirt. Custom printed. 100% fine jersey cotton, except for heather grey (90% cotton).

Buy the t-shirt