When you go on a first date with a guy, you are quite tense and, generally, it is quite difficult to find a common bridge to cross the chasm of mutual ignorance. It probably happens quite often to not know how to “break the ice”.
Humor is the best method by which you can get to know each other, so try to be the person who takes control of the conversation. Ask unusual questions and find out whether he has or not a sense of humor, managing simultaneously to discover his personality.
Here is a list of some funny questions from which you can choose the ones that best suit your behavior:
1.-If you could turn into a car, what model would you like to be?
2.-What actor would you like to play your role in a movie about your life?
3.-What do you think women like best? And least?
4.-If you could choose a superpower to have for the rest of your life, what would you want?
5.-If you could get back in time, when you were a child, what advice would you give yourself?
6.-What would you take with you on a desert island? A guy with excellent survival skills or a Playboy model?
7.-If you accidentally come upon me in the shower, where would you look first?
8.-What would you do if, while swimming, you would lose your swim shorts?
9.-What is the sex toy that a girl could not convince you to use it?
10.-What is the celebrity or public figure you most appreciate?
11.-How would you define a sexy woman?
12.-What is the most daring thing you've ever done?
13.-Have you been caught in “indecent situations”?
14.-What is the place on the planet where you would like to have sex with a girl that you love?
15.-What is the sexiest thing a woman has ever done to you?
16.-What is the most special surprise a woman has ever done to you?
17.-What was the craziest party you went to?
18.-If you had a child, what would you like him to inherit from you?
19.-What was your craziest gesture?
20.-What would you find impossible (or very difficult) to do at this time, and if you could do that, do you think it would totally change your life for the better?
21.-If you were in front of an oracle that could answer any question, but you would have the right to only one, what would it be?
22.-If you won a million euros (dollars), what would be the first thing you would do?
NOTE! Do not ask questions one after another like an interrogation. You may become annoying or tiresome. Alternate them with various other topics of discussion. If you realize that his reactions are not the ones you expect, try to let him take the lead of the discussion. It is not absolutely necessary to address him all these questions... it may be that after only one question to get to a dialogue that will please both of you.