Questions to Ask on a Date

By: Lisa Bower

If you go on a date, there's a chance that you or your date may struggle keeping the conversation moving, especially if you don't know each other well. A trick to keeping conversation flowing is to plan ahead; before going out, think about some questions to ask on a date.

While you might have a couple of ice breakers on hand in case of emergencies, similar to the tried-and-true party ice breakers, remember one of the most important dating tips: be yourself and not try to act any differently. Talk about things that interest you and not things you think your date wants to hear. Dating is always a tricky thing, and if you talk about subjects about which you care, not only will you feel more comfortable, your date will also pick up on your comfort and confidence.

You'll want to know the basics about your date's life - job, family, goals - but you should also come prepared with some questions that are a bit more creative and specific. For example, if you are interested in films, ask about his or her favorite films or those that they hate. If you love to read, ask about what book they could read over and over again or the very first book that moved them emotionally.

A way to keep the conversation light and fun is to ask about embarrassing moments. This will help lighten the mood and help the two of you bond. Ask about childhood moments and adult moments; consider broaching the subject of your biggest fears.

A good way to learn more about a person is to ask them "if you could" questions. For example, try asking your date about who they would have dinner with if they could choose anyone in the world. Not only will this show you more about your date's personality, but you can also ask follow-up questions about why they chose this person and what it might be like.

A great way to get to know someone is to ask about your date's friends: ask about his or her best friend, what they look for in a friend, and the like. This way, you can see the kinds of people your date chooses to spend with and you can find out even more about your date's personality.

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