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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”
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.
When your female first cousin/sister slides on ice and your penis goes in her vagina due to the force associated with the slide.
Me n cousin Kelly were out on the ice neked and we did an Alabama bobsled from 30ft apart.
The use of Vaporub as lubrication.
She didn’t have any KY, so we raided the medicine cabinet and took the Jamaican Bobsled for a spin.
The act of using toilet paper to “bobsled” your turd into the water so it does not leave a shit stain.
Brandon-You know sometimes you gotta Jamaican Bobsled it on the toilet
Mike- WTF is that?!
Brandon- You know, when you use toilet paper to bobsled your shit into the water so it doesn’t leave a stain. Then you sing the song”
Mike- There’s a fucking song?
Brandon- You know, from Cool Runnings”
When you shit so hard you shit up your back
We had a farting contest and Joe pushed so hard he made a Jamaican bobsled track up to his neck.