Fun questions to ask the person you are dating


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Knowing a potential boyfriend or girlfriend's future goals will let you know if you're on similar paths and whether you're compatible. It's also fun to ask questions that compare where someone thought they would be at this age to where they actually are now. You could set this up as a question game for couples and ask each other as many "favorites" type questions as possible within an allotted amount of time.

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Asking someone what their favorite things are, will give you a lot of information in a short amount of time, and it usually won't feel like you're prying especially if you are both answering the questions or that you're taking a couples' questionnaire. You can also get ideas for future date activities.

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This or that questions ask what your partner prefers between two options. Even easy questions like "chocolate or vanilla" can lead to conversations that prompt deeper discussion. Before you launch into questions that could potentially have embarrassing answers, gauge how the other person is feeling. Are they the type of person who's likely to be an open book with their answers and willing to laugh them off with you, or are they more guarded and probably worried about sharing too much? If you're relaxed together, feel free to ask these questions and share a few good laughs.

Now, you might get some pushback from the guy you’re dating.

You should be willing to answer questions too, just to keep things fair. Obviously, certain questions are appropriate for different phases of a relationship. You wouldn't want to ask someone on the second date to reveal to you what most people don't know about him, but you may be able to if you've been together for several months. Maybe you do too. Hey Jo, I stumbled upon your website from Pinterest.


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I was curious about whether any of these questions were what I used to ask my fiancee before we were married. We were also in a very long distance relationship.

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It was like a non-stop conversation. Lots of the questions you posted here did make it on in our conversation. I appreciate the post, thanks! These fun questions just help to strengthen the relationship even more!


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