Lol. I commend the originality and creativity involved in the fashioning of the questions, but I can't really see how they are the measure of a man. Perhaps I am just too practical (wait... I'm not really practical at all...), but it seems that this "contest" will come down to who's the wittiest or the sweetest.

14) What was the best thing before sliced bread?
Lol. I'm sorry. What? This reads like a parody of colloquial phrases. You just know that someone's going to try to answer that one seriously.