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To have your female or adorably squishy dominican male friend squirt all over your face, and wipe their butthole all over your face, aswell.
Oh hey, did you see matt? He got tootsie squirted all over!
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."
a joking slur to describe a gay person
"shut up tootsie pop"
The OG commercial that everyone saw
How many licks would it take to make it to the center of a tootsie pop? The world may never know!
A person that is hard to handle
Man that guy is such a Tootsie Pop
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