Advertisement
You need not torture yourself and your date with the same run-of-the-mill questions. You can ask the basic questions, and having done that, you can move on to more fun questions, which will ensure that you as well as your date have a great time. Sometimes, the best questions to ask people you don't know really well is to ask them a question that you wouldn't ask someone you know really well. You may just be surprised.
Fun Questions to Get to Know Someone Better
High salary or job satisfaction?

Describe yourself. What do you think about yourself, and do you think people perceive you in the same way?

Which is the one television character that you simply adore?

What kind of music do you like?

Which is your favorite genre of movies? (Comedy/Romance/Suspense/Action/Horror)
What do you do when you feel very sad or depressed?

What makes you angry? Are you short-tempered? How do you overcome your anger?

If you could have a luncheon with any three people (real or fictitious/from any time period/dead or alive), which three people would you choose and why?

Which is your most cherished childhood memory? What kind of kid were you, naughty or nice?

What would you pick? Love or money?
If given complete freedom to start afresh, what profession would you choose and why?

What is your idea of fun? If given a chance to skip work for a day, how would you spend the entire day?

Which is your favorite time of the day?

Are you a morning person or a night person?

What is the craziest thing you've ever done?
Name one person you love the most, and one person you hate the most.

What is the funniest prank played on you or played by you?

If given a choice, which animal would you want to be? Why?

Who was your first crush? Did you ever tell him/her about your feelings?

Which is your most favorite place in this earth?
Quick Tips to Get to Know Someone
  • Listen Carefully
    Knowing someone is to know small details of their lives. Listen carefully to the answers that you receive to these questions. Keep the person engaged in the conversation by being an active listener. Simple gesticulations such as a nod, comforting touch, a pat, widening your eyes, etc., will assure the person of your participation. To get the maximum out of the questions, show interest and let the person talk uninterruptedly.
  • Spend More Time Together
    As you get to know more and more about the person's likes and dislikes, spending time together will become easier. For instance, you could go out for movies, try different restaurants, go out shopping, and so on. Hiking, biking, cycling, and other such outdoor activities can tell a great deal about the person's temperament, nature, adaptability, and skills.
  • Silent Observer
    Observing can tell you a lot of things that words fail to reveal. Body language, dressing sense, gesticulations, and mood can say more about the person than what might be said. Watch the person's actions closely to read between the lines.
  • Befriending Friends
    Our friends tend to know us better than anyone else. Thus, if you really want to get to know someone, befriend the friends! This is the best way of finding out the best kept secrets, traits, actual nature of a person, and overall attitude.
In addition to this, you can also have funny word association or other dating games that can make your date more fun. So the next time you're on a date, try out some of these fun questions to get to know the person better. I'm sure you'll end up having a few good laughs, if not anything else.