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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An anal train of three or more kilted-men, with a courtesy reach-around toot for the “engine.”
“You bring the scotch, and I’ll save you a spot in the Scottish Toboggan tonight”
by DMixylodian August 25, 2021
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While riding a toboggan in a 69 position with your partner. Your girl accidentally sharts, but with the frozen weather it comes out frozen solid. And the turd glides off your forehead.
I was going downhill in a sled and 69 ing my girl. She sharted and gave me a "Toboggan Pipeline"
by Spoker February 23, 2018
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While performing anal penetration, as he/she is sliding down your member, and you are in the process of ejaculating, she/he farts, but you ride it out while yelling “Allah Akbar!!!”
Dude, that Iraqi Toboggan won me the gold last night!
by Eric Donovan December 15, 2020
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