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Tootsie Roll Nipples 

The large, brown, thumb-like nipples that accompany over-use of steroids.
Hey, did you see Barry Bonds' Tootsie Roll Nipples last week? If those things had thumb joints, he could eat chinese food without a fork!
Tootsie Roll Nipples by undertowpull December 16, 2011

mexican tootsie roll 

when some one deficates in a tootsie roll rapper and gives it to someone
man that fucker just gave me a mexican tootsie roll
mexican tootsie roll by trav1234 February 24, 2010

Tootsie Roll Canoli 

(v.) The act of licking ones anus with your tounge rolled like a canoli while you massage the poop in the persons butt hole.
Woah bro, I heard your slampiece gave you some nice tootsie roll canoli!
Tootsie Roll Canoli by JP Tommy October 15, 2011

musty tootsie roll 

A person who doesn't hygiene well while and always smells musty and funky. They attempt to hide their smell by using Axe Chocolate body spray giving them a musty chocolate smell.
Austin : "Yo I ran into this guy at the gym, he was smelling like a Musty Tootsie Roll"
Tyler : "Wtf is a musty Tootsie Roll?"
Austin : "Its a person who's always smelling funky and musty with like a hint of chocolate"
musty tootsie roll by Totes Goatz September 21, 2017

Suck my tootsie roll 

A better way of saying suck my dick Can be used aggressively or sexually.
Her: I’m on my period

You: Just suck my tootsie roll before you go

Or

Him: You ugly af
You: suck my tootsie roll

small vanilla tootsie roll 

Originally from a Saturday Night Live episode.

Slang word for any white male who has a small penis who participates in a nude activity such as skinny-dipping. Often done by white males who think their penis is of big or average size.
I have no idea why John played strip poker with the girls, his small vanilla tootsie roll isn't going to impress them.