Ipsy-tootsy

Easy; ridiculously easy
In the video they make it look ipsy-tootsy, but in real life it's super hard.
by Bear89 June 02, 2022
Get the Ipsy-tootsy mug.

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 16, 2022
Get the Creamsicle Tootsie Roll mug.

Tootsie Squirt

To have your female or adorably squishy dominican male friend squirt all over your face, and wipe their butthole all over your face, aswell.
Oh hey, did you see matt? He got tootsie squirted all over!
by peppichino69 May 22, 2024
Get the Tootsie Squirt mug.

360 tootsie roll

A sexual maneuver in where the participants assume the 69 position and then proceed to rotate on the Y axis 360 degrees.
Man: I 360 tootsie rolled my girl last night
Other Man: I've heard that drives the girls wild.
by keifchief November 28, 2018
Get the 360 tootsie roll mug.

Inside Out Tootsie Pop

Stick the lollipop in her ass and take a nice big suck.
Dude I dipped a big inside out tootsie pop from my girl’s butthole last night.
by jnullz September 03, 2023
Get the Inside Out Tootsie Pop mug.

toledo tootsie roll

To take a shit in ones hand, and proceed to stick just the head of the shit inside ones partner, then take the unprotruded end of the shit in both hands and proceed to roll it like Martha Stewart would roll dough.
Lee - "Dang Mark, I heard you gave her a Toledo Tootsie Roll."
Mark - " yeah I know man it was awesome but now my hands are covered in shit so I just wiped it on her."
Lee - "that sounds awesome I would have definitely rubbed it all over."
by Steve scuba September 19, 2017
Get the toledo tootsie roll mug.