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4 definitions by Lil' Shammie

 
1.
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.
dari Lil' Shammie Selasa, 20 Agustus 2013
 
2.
1.) A practical joke or mischievous act performed during sexual intercourse to the chagrin of one's partner.

2.) An unexpected coital gesture* committed in order to elicit a spook from one's lover.

*Not to be confused with coital jester.

ORIGIN early 1980s Youngstown State University, Youngstown, Ohio.
A: So you tricked your girlfriend's parents to hide in her closet?
B: Yeah, I told them it was for a surprise party.
A: And then what happened?
B: I went in there and had sex with her, and her parents didn't know what to do, so they just stayed in that closet.
A: Are you serious?! Then what?
B: I opened the door and yelled "SURPRISE!" No one knew what to do.
A: That's fucked up, man.
B: Sex prank.
A: Are you two still together?
B: No, the relationship ended immediately.
dari Lil' Shammie Senin, 26 Agustus 2013
 
3.
A professional joker employed by a royal personage, typically performing acts both comedic and sexual in nature.

ORIGIN Old English, of Germanic origin.
The coital jester's jaunty jig did delight the king to no end. "You have brought me joy, fool," he did say, "Come sit upon my cock!"
dari Lil' Shammie Rabu, 28 Agustus 2013
 
4.
A period in which an adult man disguises himself as a woman in order to secretly spend time with his children.

Not to be confused with a Tootsie weekend in which a man assumes a female identity for a short period to determine whether or not he would enjoy being a woman.
A: Your ex-wife has sole custody of the kids?
B: Yeah, but I get to see them on Doubtfire holidays.
dari Lil' Shammie Selasa, 20 Agustus 2013