Thoughtful Questions To Ask On A First Date

Updated on February 10, 2017 in Relationship issues
0 on February 10, 2017



Asking this question is a good one because it can easily be checked on for validity. You can easily ask their friends how they would describe them, but a truthful answer can easily be detected by your date’s response. Watch their body language to see if they seem genuine.


Questions about childhood can be pretty sensitive depending on whether they feel their childhood was good or not, but it does give you a glimpse into how their childhood defined who they are now. After asking this question, ask why that was their favorite thing to do. Get them to give you details. The more details, the more you find out.

This question is not necessarily a conversation starter, but it can lead to a more deeper conversation such as how well they get along with their siblings and what they went through as children. You can find out if there are things in their life that might affect your relationship down the road


Here is another touchy subject, but again, it is important because it can affect your future relationship. Remember, “The way he treats his mother defines the way he would treat his future wife?” Do not push answers, but listen openly.

The answer to this question can give you an indication of what life will be like when they are done for the work day. If they love their job, their life outside of work will be pleasant. But, if they hate their job, it could be hours of listening to all the misery they have endured. That can be pretty draining.


Okay, it is your first date, not a job interview. However, this is a question that is a good indication of their ambitions for their life. You will be able to determine whether you are a good match with this question.

This hard question will get your date to open their heart and let you in.Let them a few minutes to think over the question. This one is truly challenging. Also, be ready to answer as well to open your own heart.

These questions go deeper than the regular “what do you do for a living” question. They allow you a glimpse into whether or not this person is compatible and whether you’re interested in pursuing a future relationship. What are some other first date questions you can think of?

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