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List of questions to ask while dating

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Click here to take our quick (and shockingly accurate) “Does He Like You” Quiz right now and find out if he likes you… What kind of extra-curricular activities did you do for fun in high school? Which is better: asking for permission or asking for forgiveness? What would you do if you inherited 1 million dollars tomorrow? What’s the most embarrassing moment of your life so far? Where would you rather live – a big house in the suburbs or a tiny apartment in a great location in the city? If you could have any job in the world, what would it be? Ever have any trouble with the law or get arrested? What do you want to have going on in your life in 5 years, or 10, or 15? Which would you rather be, smart or happy, and why? How do you deal with people in your life that you don’t like? What’s the funniest thing that happened in your childhood? What actor would play you in a movie about your life? Key goals of a first date are to (a) see if you have a connection, and (b) find out if you and your date have any major areas of incompatibility. Why: Does the person have strong feelings or are they more easygoing and with milder feelings.

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Why did you break up with your last significant other? Why did your last significant other break up with you?

w=1024" class="wp-image-346491 size-full" src="https://scstylecaster.files.wordpress.com/2015/03/crazy-stupid-love-movie-image-ryan-gosling-emma-stone-02.jpg? w=1024&h=683" alt="first date questions" width="1024" height="683" srcset="https://scstylecaster.files.wordpress.com/2015/03/crazy-stupid-love-movie-image-ryan-gosling-emma-stone-02.jpg? Have you traveled anywhere cool lately/do you have any trips coming up? Some of these questions may seem silly at first, but they can be very telling.

A foolproof way to ensure that conversation will always be flowing is to simply your date things, although—given the fact that we never know how comfortable others are with casual conversation—that might be easier said than done. Where exactly do you live in [insert your city or town here]? Questions over the first drink should be an equal mix of inquisitive and casual, and should allow you to start gauging his or her true personality.

The trick to successfully vetting a prospect on a first date, while simultaneously keeping the energy light and fun, is knowing what questions to ask and how to ask them. What are their likes and dislikes, what do you have in common, what does he or she do in their spare time?

For example, work, his or her family, hobbies, pop culture, and favorite music are all surefire bets. If you’re savvy, you’ll realize that certain questions–even the most basic ones—have the ability to tell a lot about a person.

If you had to give me a nickname right now on the spot, what would it be? Do you think it’s possible that we met in a previous life?

How would you describe me to someone who doesn’t know me?

Four things to ask her or him about on a first date? Here, we’ve divided your hypothetical first date into five phases and suggested a series of questions to ask your date during each.

These questions are key primers, the ones to ask after you’ve said hello, and settled in somewhere comfortable.

Find out early if there are reasons that “making it work” will be fraught. Select a few of these questions rather than attempt to ask them all on the same first date! For example, if one person likes to take very long trips and the other person has a more standard two weeks vacation time. If asking this question leads to five solid minutes of them complaining you'll know the person sees the glass as half empty. Why: When you enter a relationship with someone you’re also entering a relationship with their friends. Why: If one of you doesn't like pets and the other has 3 dogs, that's likely to be a problem.

Also, if anything out of the ordinary has happened that might be affecting your date’s mood, it’s good to factor this in. Also, it’s nice to give your date an opportunity to answer a question that isn't directly about them.