flying toboggan

While doing it doggy style at the top of a stairway, just before orgasm, give a standard donkey punch, then pull her arms back behind her head and ride her down the stairs like a toboggan. This results in a heightened orgasm experience.

Christina said she was into trying new things, but she wasn't too stoked when I performed the old flying toboggan.

by walker t August 27, 2006

Endless Toboggan

To performan the toboggan on an upward moving escalator.

In other words: To have sex in the doggy style position with the woman facing an up escalator. The man then knocks both of her arms out from under her, and proceeds to ride her endlessly down the stairs.

Girl1: So did you and boy 1 have sex?

Girl2: Yeah, my chest still hurts from the endless toboggan.

Girl1: What?

Girl2: Nevermind.

by Alb jr. October 5, 2009

Turd Toboggan

The pieces of toilet paper you drop into the bowl of an airplane toilet so the deposit you leave can land on it and go down the hole without leaving skid marks in the bowl for the next washroom user.

I used 3 sheets of paper for my turd toboggan!

by Bramar August 28, 2010

shit toboggan

Tool used to desend from moutain of shit your life has become

I'll be lucky if I have a shit toboggan left after this divorce attorney is done with me!

by Intent... April 22, 2009

Canadian Toboggan

When you are having sex doggy-style at the top of a flight of stairs, and, right before you climax, you simultaneously thrust hard and pull the woman's arms out from under her and ride her down the stairs.

I'm a little sore from my bumpy ride on the Canadian toboggan last night.

by Creepy Bill October 20, 2010

Noggin Toboggan

Underground 90's punk rock band

"Noggin Toboggan is one of the most innovative punk bands out there."

Rolling Stone-2006

by markbd00 October 30, 2011

tushy tobogganing

The act of sliding your penis between the two butt cheeks without penetrating the butt hole. Usually performed when a man is bored with titty fucking or sticking his penis in every other orifice of his long term significant other, but the S.O. refuses to do anal sex.

Guy: Baby just one time, let me get in that butt hole, just for a little bit.
Girl: For the 1000th time, absolutely not! My friend did it once and said it hurts too much.
Guy: At least let me go tushy tobogganing then.
Girl: Well ok, but no funny business!

by Noodleboy March 8, 2016