Lennie Tootsie Roll 

When you make out with a girl in a sleeping bag and she shits on you.

Jenny gave me a Lennie Tootsie Roll lastnight.

Jenny has a case of the Lennie Tootsie Rolls.

Lennie Tootsie Roll by Hotel Whiskey November 27, 2019

Chocolate Tootsie Pop 

Is defined as the sexual act of giving anal following the male or female licking fecal matter off of the penis and or testicles

Person 1: How was your date with Jane
Person 2: It was great! I tired anal for the first time and slipped her the old Chocolate Tootsie Pop

Chocolate Tootsie Pop by Pizzaeater69 December 4, 2019

Brazilian Tootsie Roll 

When a male inserts his big toe into a woman’s anus, pulls it out and let’s her lick his big toe.

“I heard Jennifer’s into Brazilian Tootsie Rolls; must be a freak”

Brazilian Tootsie Roll by DeepFriedAss October 7, 2020

Turkish tootsie roll 

When you’re fingering a chicks ass and you pull your finger out covered in shit put it in her mouth and make her chew on it like a tootsie roll

Dude last night I gave Montana a Turkish tootsie roll and she puked all over me

Turkish tootsie roll by Clem cadiddlehopper January 27, 2021

reverse tootsie pop

marinating a tootsie pop in one’s asshole, for 15 minutes at a minimum. After successfully marinating, creating a thick layer of shit around the tootsie pop, they would hand it to someone to suck upon and enjoy.

i gave jane the fattest reverse tootsie pop the other night. she had no clue…

reverse tootsie pop by idekduud June 7, 2022

Yellow Tootsie Roll 

An Asian man's penis

Lin Da's 3 inch yellow tootsie roll couldn't please his wife.

Yellow Tootsie Roll by K0n Artist July 3, 2022

Creamsicle Tootsie Roll 

A sexual act, in which a man of standard height or stature, grabs a hold of a midget, or vertically challenged female, and holds her upside down. He may bear hug her lower body, or use both hands to hold her by the ankles if he has the hand strength to do so. But while she is being held upside down, she is performing oral sex on him, and simultaneously he is licking and sucking on all ten of her toes. This must continue until the man ejaculates into the dwarf's mouth

Little Gina from the strip club, she's asleep in the other room right now, she blacked out while I creamsicle tootsie rolled her... I had to finish bro, her toes tasted like pig asshole

Creamsicle Tootsie Roll by Kramardi September 15, 2022