when a man is fucking a girl he turns her around as if going doggy style and inserts dick in her ass then donkey punch the person in the face then finally rides her down the stairs while screaming wooooo
During sex Nick turned Sarah over as were going doggy style and punches her in the face and gives her the poor man's Toboggan down attic stairs
by C2M1 August 16, 2008
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when you are fucking a girl halfway through you flip her over donkey punch her in the face then stick your dick in her ass and ride her down the stairs yelling
When John Babcock was fucking his sister Emily Babcock he decided to give her the Poor Man's Toboggan and ride her down 2 flights of stairs
by C2M1 August 21, 2008
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invented in rural nh. when night sets and there is nothing better to do you go to the largest grass hill you can find and "sled" down them on a. sleeping bags or b. trash bags. rain can assist in the fun but night dew works well enough.
One of us asked what we were going to do tonight and the best thing we could come up with was white trash tobogganing.
by escaped from the woods February 19, 2011
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Toboggan is a knitted winter hat with it’s origin incoming from southern America. It’s also referred as a wooden sled which origins from northern USA.

Hat goes on the dome. Hard Wood that goes down.
Baby lemme get some Toboggan…
by Dvtchess May 22, 2022
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A dyke who is extremely unathletic, also known as a cunt.
That bitch is definitely a tobogganer
by dykeboii November 17, 2017
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When a man slowly slides the tip of his penis down the entrance of a woman's vagina letting it fall off the end with a joyful plop.
John and Lily went tobogganing yesterday because penetration is so 2007.
by Assbandit123456 January 20, 2020
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