As a means of providing a few ideas for Gila’s dating question collection (and also in place of commenting on Bad4’s post) I made my own Top Ten List. This list of questions should foster a formidable discussion on a date. I have tried most of the questions with varying levels of success, but for the most part, they can provide some food for thought. If you’re feeling extra comfortable with your date you can even “respectfully and in good taste” have a full-fledged debate! That is unless you both choose to answer these queries solely as “yes” or “no.” Then they might not work so well. If all else fails, you can always ask your date what their favorite blog is, but thankfully that question never yielded the answer I was looking for…. :-P ;-)
1. Is it easier to be a “good boy” or a “good girl?”
2. Do you believe in the Shidduch Crisis?
3. Do you believe that aliens exist?
4. If you could be any superhero (or as a variation of this question, character from a book or movie) who would it be?
5. What is the craziest/oddest/strangest food you have ever eaten?
6. If you won the lottery, what would you do with your winnings?
7. What are you looking for in a spouse? (For those who prefer to avoid referencing marriage on a first date use the variation: what attributes do you value in a friend?)
8. If you could go anywhere, where would you have your ideal vacation and what would you do there?
9. What is your favorite childhood movie?
10. The last one involves asking a hashkofically inclined question which can lend itself into a discussion. I don’t know if this idea is prime first date material, but depending on the situation it might work. There are many examples, some better than others, but I am actually curious what you think about this particular, albeit random, peculiar, and quite morbid, question: Rachamana litzlan, if one is presented with a situation where they have a closely related family member in front of them who is slowly dying, wherein the end is imminent, can said person daven and request that Hashem hasten their relatives death in order to alleviate their relative’s pain and suffering?