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7 Kinds Of Interesting Questions To Ask On A First Date

Attractive couple chatting about questions to ask on a first date

Searching for some questions to ask on a first date to keep your new love interest charmed? It’s best to stick to topics that are light, fun and easy to talk about. Let’s take a look at some great go-to’s.

Though a first date is exciting, it also has the potential to turn awkward or stressful. Nerves are flying and thoughts are swirling around in your mind about what you should discuss and what you want to find out about your potential new beau. Though you can prepare a list of questions or topic starters, you want to be careful not to sound like you are conducting the next interview for NBC’s Dateline.

It’s a good idea to pick a topic and a few seed questions and let the conversation flow naturally from there. So, what topics will lead you to the best questions to ask on a first date? Let’s take a closer look.

Questions to Ask on a First Date: The Best Topics to Touch On

Food and Drink

Of all the questions to ask on a first date, this topic is a bit of a gimme. You will probably be at a bar, coffee shop, or restaurant, so of course it will come up. You can help the conversation along with a few follow-up questions. For example, when you’re mulling over the menu together, this would be a good time ask about your date’s dietary restrictions and/or preferences. Some other questions to consider:

  • Do you like to share or do you prefer your own meal?
  • What are some of your favorite comfort foods?
  • Favorite cocktails are always fun to discuss and leave room for some flirty banter.

Passions and Hobbies

Chances are you may already know a little bit about your date’s job through their profile or a mutual friend. If that is a passion of theirs, it would be a great place to dig a little deeper, however, that isn’t always the case, and some people don’t like to linger on discussing their day jobs. With that in mind, it’s always a great idea to ask about their passions and what they love to do in their free time. This is your chance to see your date light up and talk about something they love, are probably very familiar with and more relaxed talking about.

Travel Stories or Aspirations

Asking questions on the first date about their travel experiences is a great way to find out a little more about your date’s view of the world. Have they jet-setted all around exploring far off destinations? Have they had any memorable road trips? Maybe they haven’t travelled much yet and are waiting for just the right time, or perhaps travel partner, to make their dreams a reality.


Whether or not you agree with the adage, “you are the average of the five people you spend the most time with”, you can certainly learn a lot about your date by the company they keep. Asking about their funny or favorite moments with their best friends, or about what they most often do when out and about is a great opener for any number of follow-up questions.

Childhood and Family

Here’s where things really get fun. Sure, you can ask the foundational questions about where your date grew up, how many siblings they have, etc., but this topic gives you ample opportunities to get a little more creative. Kids say and do the darndest things, and you can bet your date is no exception. One question that’s sure to lead to some interesting answers is: What is something ridiculous you believed as a child?


Entertainment such as music, TV and films, books, and blogs just might be one of the greatest equalizers when it comes to finding common interests. Even if you and your date have different tastes, there is bound to be some overlap in at least one of the various entertainment categories. Even without much overlap, you can always rely on these two questions to ask on a first date:

  • Who would play you in a movie?
  • What character is most like you?

Fun Facts

The name alone says it: fun facts are just plain fun! Dig into some fun facts questions to find out more about your date’s unique quirks and personality traits and let them see a few of yours. You can also turn it into a game of Two Truths and a Lie.

When it comes to questions to ask a first date, the best thing you can do is let the conversation and questions flow naturally. If you listen carefully, keep things light, and are genuinely interested in your date’s answers, you are going to have no problem creating a memorable first date and great conversation.

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