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Random
Leaving a large group of your female friends, to go to another room and talk for prolonged periods of time with a boyfriend or guy you are interested in.
See cupcaking (for males).
Julie stays tootsie rolling with that new guy, Gary. It was supposed to be girl's night out...he is pretty cute though.
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a tiny penis due to jumping in a creek
haha did you see walts tootsie roll
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The little poo that hangs from your ass and seems to take forever to produce
Aww. I worked so hard only to make a tootsie roll
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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."
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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.
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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.”
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Dirty Skyping OR faffing around on the beach all day.
It was a warm and sunny day so Clara and Shell decided to do the Tootsie Roll.
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