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guessfest 

A situation where you are constantly guessing what will happen next and it's all usually bad and anxiety-based.
Brian went to the party and then began the guessfest - Where was Abby? Why did his sister laugh when he said he was officially dating Abby? Where was Sean - her ex? Why was his car making that funny sound on the way the to party?
guessfest by von groovy April 21, 2019
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guesspectation 

An uncertain expectation.

The merger of "guess" and "expectation".
Guy 1: Dude, I just applied at Blizzxxx. There's no way to follow-up with them; I hope I hear back in less than a month.

Guy 2: I heard the hiring is really slow-going right now in that department.

Guy 1: Really? Damn it! I better adjust my guesspectation to TWO months.
guesspectation by DojiMaidori January 18, 2010

81 Guesses 

A spoken game like 20 Questions. Created by youtube's SharkeyeJones.

The rules are simple.

1. The Guesser is given 81 tries to guess what you're thinking. No questions other than to guess.

2. The Guesser must have knowledge as to what you're thinking or conceivably be able to guess it.

3. If the Guesser correctly guesses, you must take them out for a meal.
Tom has to pay for my meal because I beat him in 81 Guesses.
81 Guesses by ThoughtfulOrange October 28, 2009

Guesses Fork, Virginia 

It was once one of the greatest places ever.. That was in the 90's, but even though things have happened to this little piece of hurley virginia, many great people still call it home and love everyday of it.
Debbie: hey Natasha, where are you from?

Me:Guesses Fork, Virginia.. why?

Debbie: where?!

Me: It's in hurley, not that you'd know anything about it!

Debbie: I heard that was hickville USA!

Me: It may be to some people, but I just call it home...

going on guesses 

A phrase that describes how some people who don’t know much just go around guessing the answers to everything in order to appear as if they know something.
Yeah, at one time I thought he was a master of trivia but then I realized he had only mastered the art of appearing confidently knowledgeable while he was actually going on guesses.

guessestimate 

Its like a guess and a estimation put together. It's pretty much my favorite word'
I'm About to guessestimate
guessestimate by jp09 February 15, 2009

Ten Answers, Nintety Guesses, And Ninety Questions Are A Exclamation, Period <Punctuaction {Full-Stop}>, And Question MArk 

Ten Answers, Nintety Guesses, And Ninety Questions Are A Exclamation, Period <Punctuaction {Full-Stop}>, And Question MArk
Ten Answers, Nintety Guesses, And Ninety Questions Are A Exclamation, Period <Punctuaction {Full-Stop}>, And Question MArk