California Tootsie Roll

When he/she pisses you off so much that you take a dump on the person in your sleep

Just wait… If she pisses me off again i’m going to giver her a California Tootsie Roll

by ManiacMonsterMalcom July 14, 2025

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.

by Hotel Whiskey November 27, 2019

Tootsie roll

Calling someone (usually a man) queer for liking feminine stuff or kissing boys. It is basically the same as calling a feminine man a twinkie or using "gay" to shame a homosexual, but in a funny way.

*watching Winx Club* Woo yeah! Boyyyyyyyyyyy!
Guy stalking on him: HOLY SHIT OUR BOSS IS A MASSIVE TOOTSIE ROLL!

by Pickle_ur_Tickle April 30, 2024

Tootsie roll

When you fuck the shit out of your dogs ass

Damn bro my dogs tootsie roll is crazy

by Bartholamule December 2, 2021

Yellow Tootsie Roll

An Asian man's penis

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

by K0n Artist July 3, 2022

Tokyo Tootsie Roll

A competition between two people when they have their legs interlocked. Their anuses firm pressed together. Then one person begins to push a large length of firm excrement completely into the other persons anus. The goal of the person receiving is to push the excrement back into the originating person's body as if it were a normal bowel movement.

I tried to give bro that Tokyo Tootsie Roll but he pushed it back.

On our date we stayed up all night playing Tokyo Tootsie Roll.

by anonymous July 18, 2024

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

by Kramardi September 15, 2022