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

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

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”

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

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…

by idekduud June 7, 2022

Tennessee Tootsieroll

When you are ass fucking your cousin and give them a pink sock (pull out too quick and their asshole pops out). Then you caress their asshole with your tongue until the asshole goes back in.

I heard Tyler gave his cousin the Tennessee Tootsieroll last night!

by ShitbagBub June 10, 2022

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