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!
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

when having sex doggy-style at the top of the stairs, you swipe the arms out from underneath the woman, grab her arms and ride her down the stairs while remaining inserted
We had swedish toboggan time trials last night
Your tits are build for speed not for comfort, lets swedish toboggan
Your tits are build for speed not for comfort, lets swedish toboggan
by soouWoo April 8, 2009

When a girl starts riding on your dick and instead of riding up and down she starts swaying side to side.
Bro Jennifer gave me a tipsy toboggan last night and she almost broke my dick in half in the process.
by hwebby July 30, 2016

by furious masterbater April 15, 2009

Your doing a girl in the butt, You knock her out, then ride her down the stairs, while she is knocked out with your dick in her butt.
bro, i was doing this girl in the snow and then i knocked her out and rode that german toboggan all night.
by mcatjt fogleinman June 15, 2010

A chick with a great body, but a horrible face, such that while having sex with her the man must pull the front of the matress over her face, thus resembling a toboggan.
by GAD March 20, 2005

You are banging a chick at the top of the stairs near midnight, she has her hands on the first step down for a good angle. When the clock hits midnight you knock her arms out and ride her down the stairs like a toboggan.
by The Real Duder March 1, 2008
