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Tootsie Rolled

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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Tootsie Tot Puddie Pop

Tootsie Tot Puddie Pop (v.):
The unhinged, wide-eyed, saliva-dripping act of sucking on someone’s toes like you're a Victorian orphan who just got handed a Tootsie Pop after fasting through a plague. Usually involves noises that would make a soup kitchen blush and eye contact intense enough to spiritually confuse the recipient.

Also used as a noun to refer to someone who specializes in the practice, e.g. "He’s a certified Tootsie Tot Puddie Pop."
"Bro came home drunk and apparently went full Tootsie Tot Puddie Pop on her feet. She said his tongue was doing straight morse code on her pinky toe!"
by sniffyforastiffy? May 27, 2025
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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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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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rumble tootsie

Rumble tootsie like a catchphrase that can be used my anyone except those from the Balkans (not because of racism but because they do not like the word).
Gaspar}My brother got hit by a truck and died.
LucaWell rumble tootsie!
by No Rizz King November 21, 2022
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Inside Out Tootsie Pop

Stick the lollipop in her ass and take a nice big suck.
Dude I dipped a big inside out tootsie pop from my girl’s butthole last night.
by jnullz September 2, 2023
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Tijuana Tootsie Roll

The act of popping in a condom and freezing it. Once it’s good and frozen it’s deep fried, frozen again and inserted back into someone’s anus.
If you think an Alaskan Pipeline is cool, you should try a Tijuana Tootsie Roll. It’s like a twice baked potato for your butt.
by Captain SANDOS May 14, 2025
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