When someone falls asleep and gets a baguette shoved up their ass with a chocolate flavored donut put on the tip. The friends test how many licks it takes to get to the center.
Holy Cow look at that huge Tootsie Pop coming out of Vinny's ass, I cant wait to eat that shit up.
by the cotck August 21, 2009
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The sexual act of passing a solid piece of fecal matter back and forth between two anuses while reaching through each others legs and helping to manually release your parter.

When two people bend over,press their spread asses together, and one shits into the others ass and it is passed back while your jerk and finger each other to orgasm.
Shit girl me and my man was tootsie rollin last night.

So i kidnapped these two sluts and forced them into some tootsie rollin.
by Stubs Magnificent July 6, 2008
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The mixture of kahlua and root beer. It tastes like an alcoholic version of a tootsie roll.
It was brought to the public eye by the show How I Met Your Mother on the episode "Slutty Pumpkin"
"Ted: So, uh, we're at the bar and I see her mix kahlua...
Lily: Kahlua and root beer.
Marshall: A cocktail she invented herself.
Ted: And she...
Barney: And she called it the Tootsie Roll.
Lily, Marshall, Barney: Because it tastes like an alcoholic Tootsie Roll."
by Margo Roth Spiegelman II June 19, 2009
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verb.
definition:
Done between 2 or more people; max 5.

To take the bottle of whatever alcohol you are drinking (wine, whiskey, vodka, tequila, etc) and take a swig and pass it to the next person as quickly as possible.

The next person takes a swig and does the same till it ends up back at you and you repeat till the bottle is finished.

Pausing is for pussies so get that shit into you right away.
Person 1: I got this 40 ounce of Jack Daniels but the movie starts in 5 minutes.

Person 2: Let's just go in guys

Person 3: Stop being a fag, let's just tootsie roll that shit

Person 1 take a mouth full and passes to Person 2, who take a mouth full and passes to Person 3, who take a mouth full and passes to Person 1; repeat till bottle is empty.
by Houseton June 29, 2011
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the act of corn holing your girl friend. then leaving unshowered back home. squirt some hersheys syrup on your frank to mask the smell an get a blowjob from your wife.
my dam wife wanted me to clean the garage so i ended up tootsie rolling her ass.
by redwood boner January 31, 2012
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