When a man Jizzums in a girls butt crack, allows it to harden then procedes to lick it all up only using his tounge, thus getting to the center of her chocolate tootsie pop.
Last night I came in a girls butt crack and this other girl licked it out like a tootsie pop
by Dan Scragg July 28, 2006
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Fucking a bitches asshole in the ass while having anal sex prior to her licking your schlong clean.
I made that ho bitch toostie pop my black ass after i tore her rectum and split her ain'tcha.
by likity splitz March 10, 2003
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another name for penis; particularly given to those named alonzo
in a faint voice she said with meat curtains wrapped oh so tight...I cant feel your tootsie pop
by big momma May 2, 2005
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Named after a small Northern Pennsylvania town known for incest. A Townada tootsie pop occurs after anal sex with a close relative when a penis is cleaned orally.
Sam gave Bill a towanda tootsie pop.
by Towanda Tootsie Pop December 2, 2015
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Where you insert a piece of candy into the pee hole of a man and have a partner suck it out while they are blowing you
"It hurt like a bitch, but that whore Megan Fogarty gave me a Toronto tootsie pop."
by SicNtwisted February 11, 2014
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having anal sex with a girl on her period, followed by vaginal intercourse, followed by blowjob
Oh, Mackenzie, I just love cherry tootsie pops!

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When you let a guy fuck you in the ass while you're on your period, then let him put it in your pussy, then suck him off.
by Bull26 March 27, 2007
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An act involving a menstruating woman and a second subject, in which the menstruating woman takes a mustache ride and simultaneously releases her bowels, thereby covering the subject's face in the red and brown mixture.
"Last night that kinky bitch showed me how many licks it takes to get to the center of a Cherry Tootsie Pop."
by Shizzynat April 7, 2008
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