Neutral open-ended questions are the key. Never ask: “what do you do for a living, how much money do you make, religion or politics views, for or against having kids?” There are ways to find out if you are compatible enough for a second date. If you are then you have the time on later dates to find out if there are any deal breakers. The first date is not the place to do that. The idea is to find out if you like each other enough to want to get to know each other more, not find out every thing there is to know about each other. Here are some things to ask:
What would you do if you won the lottery? This can open up a conversation. How they answer the question can tell you a lot about a person, their values, their personality and what some of their likes and dislikes are. It can help show you how compatible you are in some areas.
What is your favourite entertainment? Not what TV shows they like or the best movie they have seen. That is too limited of a question. By asking what favourite entertainment you may find out if they like to go out or stay home. Are they a doer or a watcher? Do they go to concerts, plays, a jazz bar, play poker, race cars, do paint ball, stay home and watch CSI, or any number of things.
What was your favourite cartoon as a kid? This gives you a common neutral ground to start a conversation. It can also lead naturally to other things you both may like and dislike.
How are you enjoying the meal, cup of coffee? It can be what ever you are doing together. Then ask if they like any other restaurants, or coffee shops. This helps you find out what they like and can lead to an opportunity for a second date. I.E. “Well maybe we can go there the next time” or “Lets try that place next.” It is an easy way to get an idea if they are interested in seeing you again and lets them know you are. No second-guessing about how the date is going.
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