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olive question 

The question for compatibility. Asking if someone likes olives is seeing whether or not you are compatible with them. If the answers are opposite, then they are compatible.
The olive question works if:

Girl: I hate olives. Do you like olives?
Guy: Yes

40 Questions Syndrome 

The condition in which, after presenting for oral exams in AP US History, you no longer care about school.
Kranny, having drawn the wild card and selected the easy WWI home front analysis essay, suffered from 40 questions syndrome for the next two weeks.

beg the question 

From the Latin, petitio principii: to assert the truth of an unproven premise in the conclusion of an argument. Sometimes the unproven issue follows in the form of an indirect question.
John: "Legalization should not happen, because no one in their right minds would allow that to be legal!"
If John were to say this, his argument would beg the question, namely whether legalization is justified.
beg the question by Steve Killen October 27, 2006

trick question

An inquiry having no correct answer, or one asked for the sole purpose of starting controversy or eliciting certain responses. Basically, a no-win situation.
Girlfriend asks: do I look fat in this? (trick question)

If you tell her she does, she'll throw a fit and tell you how insensitive you are. If you tell her she doesn't she'll call you a liar and go off on a tangent about how "all men are the same" or some nonsense like that
trick question by quiggler March 27, 2008

20 questions 

Girls are usually asked to play by 13-16 year old boys. It's also usually asked by a FUCKBOI!
Boy: Hey, you're perfect ;)
Girl: Thanks... do I know you?
Boy: Wanna play 20 questions? You'll get to know me then ;)

questionable resend 

when txt ing somebody, and not getting a response, resort to resending the identical text message. if the recepient questions about the duplicate message, the sender blames the resend on an error
dave: yo man you sent me multiple texts of the same thing.
tim: REALLY?!? my bad, must have been a error resend.
dave: i dunno man, sounds like a questionable resend
tim: nah man, my phone does that shit all the time.
questionable resend by ag771989 January 9, 2008