by Digger faggot September 14, 2016
Get the Dark chocolate tootsie rollmug. by PunchMunch August 13, 2024
Get the Wisconsin Tootsie Rollmug. A sexual maneuver in where the participants assume the 69 position and then proceed to rotate on the Y axis 360 degrees.
by keifchief November 28, 2018
Get the 360 tootsie rollmug. 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."
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 22, 2017
Get the toledo tootsie rollmug. by MR Bownes August 12, 2025
Get the Tootsie Rollmug. 
The act of popping in a condom and freezing it. Once it’s good and frozen it’s deep fried, frozen again and inserted back into someone’s anus.
If you think an Alaskan Pipeline is cool, you should try a Tijuana Tootsie Roll. It’s like a twice baked potato for your butt.
by Captain SANDOS May 14, 2025
Get the Tijuana Tootsie Rollmug.