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Urban Tootsie

Man with female assets (tits and ass) who live in urban neighborhoods dresses and lives as a woman.

Damn! That urban tootsie was from the hood?! Man, that gurl got a big booty!

by jrqix August 19, 2017


Tootsie touch

Usually used when one is being disrespectful to one another and is ready for conflict letting whoever it is know you could get these hands anytime 💯

I hear all that bullshit saying my way , but at the end of the day you could get your tootsie touched.

by JStayHumble July 14, 2019


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 2, 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

by Kramardi September 16, 2022


Tootsie wagons

A pair of fire shoes for example off white prestos

“Yo that guy has some fire tootsie wagons!, are they dior jordan 1’s?”

by Toby from nike January 21, 2020


jamaican tootsie pop

When you take your friends toe and shove it in your ass and then take it back out and cut it off. Then wrap it up in paper and let chill. When you proceed to eat it it will be like a tootsie pop.

Bro I had the best damn Jamaican tootsie pop ever last night with Humey.

by ItsDonnyP March 24, 2016


Houdini Tootsie Roll

When one partner poops in the shower and the other partner magically makes it disappear. Equalling never having to buy groceries or clean up

Honey I'm hungry can you drop me a Houdini Tootsie Roll.

by Houdini's Magic June 25, 2023