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It is a sentence...........but OK. how many licks does it take to get to the center of a tootsie roll pop
by Sparkle355 June 9, 2017
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This phrase I believe is from a popular Twitter fic from @mangoball on Twitter that is known around the MCYT fandom/fanbase.

The Twitter fic was titled as “Cheater, Cheater” but is also often called as “Mangoball” for some reason. It is a Socmed fanfic AU featuring Dream, Georgenotfound, Sapnap, Wilbur Soot, Karl Jacobs, Quackity, Corpse Husband, Badboyhalo and more.

It has gathered a bunch of attention and support for it being funny and for the ridiculous events happening in the story.

A specific character in this said fanfic which is Georgenotfound always uses ridiculous nicknames for his boyfriend, Dream. And this phrase happens to be one of them. Despite it not meaning anything, people (and even I) found this bit funny.

Huge props to @mangoball for having such a creative mind with creating this amazing fanfic. Loads of people enjoyed it and remember that a huge part of the story is only fictional and for entertainment.
“Yes :( u are my skrunkly scribblydoinky bipsy tootsy badointy tiepnsy bip bop boppie goggiy dinty scruggly duggly big bampidointy dougly goopsie scaboinky pipupsy datootsit”
by chlowi January 2, 2022
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Dark chocolate tootsie roll

When a black man is getting jerked off and he is about to ejaculate.
Stacy had herself a real dark chocolate tootsie roll.
by Digger faggot September 14, 2016
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Wisconsin Tootsie Roll

Where an Asian man puts his penis in cheese
Chen got drunk and did a Wisconsin Tootsie Roll.
by PunchMunch August 13, 2024
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tootsie

a feminine gay man. calling someone a tootsie can be both derogatory or playful, it really depends on the context in which it is used.
derogatory: "stupid fucking tootsie... i bet he can't even tie his own shoes!"

playful: "i see you staring at him. you must really like him, huh, tootsie?"
by delaanii July 30, 2020
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360 tootsie roll

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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toledo tootsie roll

To take a shit in ones hand, and proceed to stick just the head of the shit inside ones partner, then take the unprotruded end of the shit in both hands and proceed to roll it like Martha Stewart would roll dough.
Lee - "Dang Mark, I heard you gave her a Toledo Tootsie Roll."
Mark - " yeah I know man it was awesome but now my hands are covered in shit so I just wiped it on her."
Lee - "that sounds awesome I would have definitely rubbed it all over."
by Steve scuba September 22, 2017
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