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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
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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
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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
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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
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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
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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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Wisconsin Tootsie Pop

Your partner puts on a bunch of deodorant and you have to lick it all off and then eat their ass immediately afterwards
Spongey me boy get the deodorant ready I’m ready for the Wisconsin tootsie pop-Eugene Krabs
by LemonJuice58 August 18, 2025
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