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Center of the Tootsie Pop

When a sexual partner is licking a mans “tootsie pop” or penis and then he asks how many licks till you get to the center of my tootsie pop, the woman then licks the mans penis 3 times then proceeds to chomp down on the mans penis, causing him great pain but squeezing the cum, or center of the tootsie pop out.
Friend 1: “Hey I heard that Katie discovered how many licks it takes to get to the Center of the Tootsie Pop.”

Friend 2: “Ya, she left teeth marks and it hurt like a bitch but man did she find that center good!”
by Ohneil69420 October 28, 2019
mugGet the Center of the Tootsie Popmug.

Tootsie Pop Owl Queefs

When a girl numbers off her queefs using the Tootsie Pop Owl's voice.
Things were going great until she started doing Tootsie Pop Owl Queefs - " Ah one! Ahhh Two! Ahhhh Threeeeeee!"
by Ghostington September 5, 2021
mugGet the Tootsie Pop Owl Queefsmug.

Cream City Tootsie Pop

The next level of the Milwaukee Tootsie Pop. Instead of stopping at just shitting inside your Pink Sock, you have your friend or lover ejaculate on the feces filled prolapsed anus.
"I was going to just have a Milwaukee Tootsie Pop, but then Victor sneezed and accidentally jizzed on it. Now its a Cream City Tootsie Pop."
by Jay Shepherd May 26, 2023
mugGet the Cream City Tootsie Popmug.

tootsie roll pop

After playing with someone's anal cavity with a finger, the finger has fecal matter on it.
It's a good thing Mark is into scat since Barbara gave me a tootsie roll pop when we double teamed her.
by chris giocondo April 19, 2006
mugGet the tootsie roll popmug.
One...two...three...*CRUNCH*
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
mugGet the how many licks does it take to get to the center of a tootsie roll popmug.

Milwaukee Tootsie Pop

When one has a Pink Sock and takes a shit in the pink mass that is their own prolapsed anus.
"Ah man, I should not have eaten all that Mexican Food before I got anally plundered. I'm not going to be able to hold my shit in much longer and my Pink Sock is going to become a Milwaukee Tootsie Pop."
by Jay Shepherd May 26, 2023
mugGet the Milwaukee Tootsie Popmug.

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
mugGet the Tootsie Tot Puddie Popmug.

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