(n.) the condition produced when a man withdraws his penis from the anus of another and it is bedaubed with the other's fecal matter. (A.K.A. a poopwiener)
My girlfriend gave me a tootsie roll last night, it was gross!
by Chagrin94 August 10, 2005
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When a person holds down another, usually a sibling, and inserts the tip of their thumb, pressed through the pants, into the victim's anus as a display of superiority in physical strength.
"Last night I gave Kenny a tootsie roll because he was getting out of hand."
by Bad_Andy January 24, 2007
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When a guy is fucking a chick up the ass and he pulls out and she finishes with a blow
by The Servant October 7, 2003
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When a person (or animal-- see below) defecates directly into the anus of a willing sexual partner. This is accomplished by both partners getting on their hands and knees, or laying on their backs with legs in the air, with their buttocks pressed together. With a lot of patience and experience, an expert pitcher and catcher can oftentimes maintain a back-and-forth for hours of pleasure.

It is widely debated whether or not the Tootsie Roll Exchange happens in nature, or if it is a man-made creation; this has caused a rift in the animal sex-science community, spurring many heated arguments, and even one slap-fight at the annual Animal Sexuality-Science Convention in Zurich (citation needed).
Things started to heat up when she suggested a Tootsie Roll Exchange after just three dates.
by clute March 16, 2011
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Duck taping two or more people together after loading them up with shrooms and burritos causing them to shit themselves all over each other.
“Things got out of hand last night. I tripped shit on some shrooms with my buddies and ended up in a Siamese tootsie roll.”
by Stolen originality September 13, 2020
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Where you stick it in a girl's ass and it comes out covered in a girl's fecies, resulting in looking like a yummmy tootsie roll!
by Tellers December 16, 2008
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It was a warm and sunny day so Clara and Shell decided to do the Tootsie Roll.
by lazerst January 25, 2011
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