Tootsie toss

Defecating in the shower, catching it in your hand, and throwing it over into the toilet.

I was running late the other day, so I just did a quick tootsie toss in the morning.

by Udo Dorkenshcnorker June 2, 2012

salty tootsie roll

To lick a man's testicles and jerk him off at the same time.

Last night she gave me a salty tootsie roll until I expoded through the center of my tootsie pop, "I wonder how many licks that took"?

by Sunset Will April 19, 2009

Eastern Washington Frosting Covered Tootsie-Roll

A variation on the cleveland steamer where you are pokin your bitch in the ass, but she didnt take a poop before-hand, and you climax inside her rectum, and she takes a dump on your chest, and it resembles a frosting covered tootsie roll.

"I heard Reed got some of dat Eastern Washington Frosting Covered Tootsie-Roll from his skank last night. Truf."

by jram October 15, 2006

tootsie boots

A sophisticated way of saying socks . A way I which you tootsies are being warthed by your tootsie boots

Jamie was wearing tootsie boots to sleep, what a freak.

by Tootsiesocks July 9, 2018

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 21, 2019

Tootsie-Matized

Tootsie-Matized. Another word for a penis. It's hypnotizing, your mind stays focused on how you will worship and please it, although you are not near it, it'll leave you dreaming about what you will do with it and appreciate it because you know he's worth it.

My baby got me tootsie matized, he got me feining. I'm Tootsie-Matized.

by Lisa1982 March 16, 2010

Tootsie weekend

A weekend in which a man dresses in women's clothing and assumes a female identity in order to determine whether or not he would enjoy being a woman. Inspired by the movie "Tootsie" starring Dustin Hoffman.

Not to be confused with a Doubtfire holiday in which a man dresses as a woman to secretly spend time with his children.

1.)
Brett: Hey, man! You wanna come over on Saturday and play "Call of Duty"?
Marty: No, thanks. I'm gonna do a Tootsie weekend.

2.)
Devin: Do you like mascara?
JJ: Yeah, I kinda do. I think I'm gonna do a Tootsie weekend.

3.)
Ryan: Hey, how was your Tootsie weekend?
Gus: Great. I think I'm gonna become a woman.

by Lil' Shammie August 21, 2013