Where are you from? Where else have you lived? Where was your favorite? Why? Have you ever thought of moving somewhere else? Where would you like to live? (This reveals background and throws some light on the person’s history.)
What is your most treasured possession and why? (What a person is sentimental about reveals a great deal about his/her personality. Is it a bike or a locket presented by a great friend?)
What is your favorite month of the year and why? (Does he like to sweat it out in summer activities or curl up like a cat in winter? Seasonal compatibility can be an important factor in sharing activities.)
Which is your favorite book/movie? (Both of you can discuss why you like a book or a movie – throws further insight into personality.)
Tell me about the last trip you took? Why did you go there? How often do you travel? Where would you like to go to next? Why there? (A conversation starter. How much does he/she travel? Like adventure?)
What kind of music do you like? Who is your favorite singer/band? (Do you share musical tastes?)
Do you like animals/ have pets? (Are you going to clash on this issue – one an animal hater, the other a pet lover?)
What do you do for fun? (This will throw light on whether your leisure activities match. Are you a bookworm and she an outdoorsy person?)
What are you most proud of? (This reveals the basic values of the person, for example – whether he/she values money or adventure/ intellectual pursuits.)
What’s one thing about you that would surprise me? (You might get a fun response, and be shocked by what you learn!)
What are you looking for in a relationship? (You can both instantly compare whether you match in this area.)
Have you ever been married? Do you want to get married? (This is important, as it will reveal if both are moving in the same direction – towards or away from marriage.)
What is one thing about yourself that you think people misunderstand? (More insight into personality and what lies beneath the surface).
When was your last relationship and how long did it last? (This will open up communication about how commitment-oriented this person is.)
What do you think is the most important value in a relationship? (Choosing the most important value sheds light on this person’s inner workings)
Is religion important to you? (24/7 living together means understanding and compatibility on certain basic issues like religious beliefs.)
Do you follow politics? Are you a Democrat or a Republican? (You can spar on your political affiliations. Or not…)
Do you believe in love at first sight? (You can decide whether he/she is a romantic person. A realist? Someone with their head in the clouds?) Do you expect to feel “in love” before you get married?
To figure out what questions you should be asking on your dates - or how to answer questions you are asked, check out www.BetterShidduchim.com. To get your best shidduch, you need Better Shidduchim!