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Jamaican Bobsled

Where one person sits on the front of a skateboard and the other one stands on the back and pushes. Used to travel places when only one skateboard is available.
Joey and I didn't have a ride to the party last night so we Jamaican bobsledded there.
by Michael 34S April 28, 2011
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Chocolate Bobsled

Similar to titty-fucking a bitch, after shitting on her chest. The only difference is....instead of shitting and then titty-fucking a bitch, you, after ass fucking a girl, if and only if she gives the shitty d. You then rub your shit encrusted member, in digust, up and down her ass cheeks.
Aww, man after I ass fucked Janet, she gave me a shitty dick. So I gave her the chocolate bobsled. All over her ass.
by natetron May 16, 2007
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The Bobsled

A sex position when a woman slides on ice and flies into a dick
Hey, I just pulled the Bobsled on Jessica.
by Ross_14985 February 13, 2018
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Flaming Bobsled

A sex act in which a heavily bearded man takes said beard, and ties it to the long hair of his sex partner. He then sits atop her back, while she positions herself, face down, at the top of a flight of stairs. Just before riding her, as one rides a horse, down these stairs, he lights on fire the knot of hair bonding the two.
Chad: Gary, what happened to your bodacious beard?
Gary: Ah, the lady and I tried a flaming bobsled last night.
by Terminator Illness July 13, 2011
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Jamaican Bobsled

When a person defecates on the chest of a large breasted woman and it slides down through her breasts toward her stomach.
"Last night my Jamaican Bobsled was clocked traveling at 30 mph."
by csimi February 7, 2009
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jamaican bobsled

Where four black guys get in a bathtub and have sex with a female.
It was crazy I walked in the bathroom and there was a jamaican bobsled going on.
by Hopkins and Cruz December 30, 2009
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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 27, 2011
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