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 October 9, 2008

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 October 15, 2008

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 March 6, 2011

by Pine tree November 21, 2023

The act of the man crouching down, reaching back, and pulling his woman’s hips into him more forcefully so as to take her strap on as deeply as he wants.
I knew that only I could get it in as deep as I needed so I reached behind me and we began tobogganing.
by simmerdown001 May 21, 2024

That bitch is definitely a tobogganer
by dykeboii November 17, 2017

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.
by Assbandit123456 January 20, 2020
