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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
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Scottish Toboggan

An anal trail of three or more kilted men, with a courtesy reach-around toot for the “engine.”
As long as you bring decent scotch, I’ll save you a spot in the Scottish Toboggan tonight.
by DMixylodian April 2, 2019
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swedish toboggan

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
by soouWoo April 8, 2009
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Tobogganary

A store or place of buisness where one rents a toboggan. They are common among alpine regions, because no one actually owns their own toboggan, which would just be plain weird (unless, of course, you are an Eskimo. Then you are excused)
Guy1: Hey, check out this toboggan I got from the Tobogganary

Guy2: I brought my own toboggan

Guy1: Man, that's just weird. Who owns their own toboggan?

Guy2: Well, I am an Eskimo

Guy1: True
by Captain Anthony November 28, 2005
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smackin toboggan

To masturbate or beat off so furiously that it is audible a room away
Dude I got in trouble bcz my mom caught me "smackin toboggan" last night
by furious masterbater April 15, 2009
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Tipsy Toboggan

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
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Toboggan

Never go scroggin'(see definition to scroggin') without a "toboggan".
by Cat Blackbone May 23, 2019
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