Easy; ridiculously easy
In the video they make it look ipsy-tootsy, but in real life it's super hard.
by Bear89 June 2, 2022
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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 you take your friends toe and shove it in your ass and then take it back out and cut it off. Then wrap it up in paper and let chill. When you proceed to eat it it will be like a tootsie pop.
Bro I had the best damn Jamaican tootsie pop ever last night with Humey.
by ItsDonnyP March 24, 2016
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The act of spitting chewing tobacco juices upon a females toes in order to lubricate them to stick your penis in between them repeatedly.
My sister was horny so I gave her the olMississippi tootsie tickler.
by Distorted toast November 17, 2019
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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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