A sexual maneuver in where the participants assume the 69 position and then proceed to rotate on the Y axis 360 degrees.
Man: I 360 tootsie rolled my girl last night
Other Man: I've heard that drives the girls wild.
by keifchief November 28, 2018
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The act of defecating inside of a condom and then inserting the condom into a woman's vagina.
Friend: "Hey bro, how did your date with that girl go last night?
Me: "It got a little weird, we Tootsie Rolled on the top of an old Indian burial ground by midnight."
by Gunner25 January 1, 2012
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When one takes their anus flaps and rolls them up. Then covers the roll in a mixture of shit,cum,and horse intestines,then proceeds to slap their grandmother with it.
My grandpa tootsie rolled my grandmother last night and i filmed the whole thing
by InvertedThroatFuck February 28, 2019
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A pair of edible panties with a human shit inside.
Sarah took off her edible panties prematurely because she accidentally made me a, “Tootsie Roll”.
by St@rdu$t January 25, 2021
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