Cherry Tootsie Pop 

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."

Cherry Tootsie Pop by Shizzynat April 7, 2008

frosted tootsie roll 

when a dude shits and immediately jacks-off all over his shit

"Whoa, I came on my crap!"

frosted tootsie roll by Tony Rivers April 3, 2005

Burnt tootsie roll 

A girl who has some splendidly magnificent sexy toes. ..But people like to crACk on em ;]. Highly nauseous at times, when socks are thrown off

"DAYMMN giirl! Look at those fineass burnt tootsie roll s, burnt thanngsss"

"Stop throwing those socks! EWWURGGHH "

Burnt tootsie roll by daymnn<333 February 11, 2009

Pit Tootsie 

A women who likes to hang out with amongst motorcycle enthusiasts (Bikers). But mostly just likes to be around American cruiser style motorcycles. It does not mean she's loose or available just an enthusiast, non rider.

She's a Pit Tootsie. Oh, Okay.

Pit Tootsie by Yo BeeBee October 30, 2010

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!”

Center of the Tootsie Pop by Ohneil69420 October 28, 2019

Hairy Tootsie Roll 

The sex act of taking your dirty hairy underwear off while doggy-style and asking the woman if she wants a Hairy Tootsie Roll, the shoving your hairy skid mark underwear in her mouth.

Dude last night I gave my G/F a Hairy Tootsie Roll and she said she loved it!

Hairy Tootsie Roll by Snipedog22 January 23, 2013

Dusty Tootsie Roll 

When you cover your partners chest in baby powder and then defecate into the powder. The result is a piece of feces covered in baby powder. A Dusty Tootsie Roll.

I saw a video where Paris Hilton got a dusty Tootsie Roll.

Dusty Tootsie Roll by Dr. McDoctorson June 5, 2015