A fork of Rural Dictionary
Fucking a chick in the ass while going down a waterslide.
Steve and Mindy were kicked out of Waterville for performing a back-alley bobsled.
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..."
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.
The act of shitting a REALLY long turd. So long it starts wrapping around itself in the bowl.
That was one hell of a ride on the baby ruth bobsled!
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
The act of putting toilet paper in the water before taking a dump, so there won't be skid marks after flushing.
If you don't want them to know you dumped in there, just do a Jamacian Bobsled and light a match.