Hairy Tootsie Roll

The sex act of taking your dirty hairy underwear off while doggy-style and asking the woman if she wants a Hairy Tootsie Roll, the shoving your hairy skid mark underwear in her mouth.
Dude last night I gave my G/F a Hairy Tootsie Roll and she said she loved it!
by Snipedog22 January 24, 2013
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Dusty Tootsie Roll

When you cover your partners chest in baby powder and then defecate into the powder. The result is a piece of feces covered in baby powder. A Dusty Tootsie Roll.
I saw a video where Paris Hilton got a dusty Tootsie Roll.
by Dr. McDoctorson June 04, 2015
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tootsie roll pop

After playing with someone's anal cavity with a finger, the finger has fecal matter on it.
It's a good thing Mark is into scat since Barbara gave me a tootsie roll pop when we double teamed her.
by chris giocondo March 25, 2006
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tootsie roll

the piece of cat shit used when executing a poo handle.
i grabbed a tootsie roll from Fluffy's litter box for the poo handle i'm gonna run on my manager.
by ric_IH November 17, 2007
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Sloppy tootsie thumb plugger

A massage technique where the masseuse simultaneously sucks on the client’s big toe and inserts a thumb into their anus.
When you go to Massage Envy, don’t forget to ask for the Sloppy Tootsie Thumb Plugger from the secret menu.
by ellllllllllle December 22, 2019
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tootsie roll fruit cup

The second best insult to be used on a city boy or hockey player. Indicates they are both soft (like a tootsie roll) and gay (like a fruit cup). Thus calling them soft and gay in one phrase. As seen in Letterkenny problems on Youtube, a series of comedy skits about small town life problems.
The first best insult is ten ply.
Guy 1- Ladies love the flow, bro.
Guy 2-Buddy the only thing ladies love is when you quit talking.

Guy 1 - What'd you say.
Guy 2- You heard me. Buddy your softer than a "tootsie roll fruit cup"
by andrewn September 17, 2013
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Tootsie Pop Owl Queefs

When a girl numbers off her queefs using the Tootsie Pop Owl's voice.
Things were going great until she started doing Tootsie Pop Owl Queefs - " Ah one! Ahhh Two! Ahhhh Threeeeeee!"
by Ghostington September 05, 2021
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