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

Tootsie Roll Mustache

(noun) Fecal mater on your upper lip obtained after performing anal cunnilingus (Often in the form of a Tootsie Roll Canoli)

Bieber was giving me some good Tootsie Roll Canoli and I gave him a little Tootsie Roll Mustache in return.

by admirallenny November 6, 2014

Ootsie tootsie

Before intercourse, one inserts a lucky rabbits foot into the anal cavity of ones partner in order to ensure a quality time.

My girlfriend had a bad week so I gave her an ootsie tootsie.

by Sabby, MD PhD DVM October 21, 2018

Tootsie

Another word for the human foot. Somewhat of a childish term.

My girlfriend squeals when I tickle her tootsies!

by MACHone Inc. October 8, 2005