Dating is hard. It takes ages to find someone you want to get to know, and then it’s the challenge of making a good first impression. There’s a reason why first dates are so nerve-wracking, as there’s so much pressure around it. But don’t worry – help is here! Our dating 101 starts with the best first date questions to ask, so you can break the ice and build rapport. We’ll also find the worst first date questions, which can make things awkward and potentially derail the date.

So what are the best and worst first date questions? Check them out below…

The best first date questions to ask

best first date questions

The best first date questions are open-ended, so you’re not mean with just a ‘yes’ or ‘no’ (awkward). They’re also cringe-free and just show general curiosity about the other person. They’re light, and engaging too. Safe bets are topics like hobbies, travel, work, and favourite movies or books, which can be great conversation starters. These questions can help you get to know each other and foster a connection, without being too personal or invasive. They might be quite safe and generic first date questions, but they’re generally a good talking points to get to know your date more.

  1. What do you like to do in your free time?
  2. What do you do for work?
  3. Where are you planning to travel this year?
  4. Have you always wanted to study (enter course name)?
  5. Where did you grow up?
  6. How often do you visit your hometown?
  7. What are your plans for after uni?
  8. What’s on your bucket list?
  9. Do you have any siblings? (ok this one is a yes/no question, but opens the way for more questions)
  10. If you could do one thing for the rest of your life, what would it be?

If you’re using an app, make sure you read the best first openers to use on guys!

The worst first date questions to avoid

worst first date questions

On the other hand, the worst first date questions are those that are too personal, judgmental, or confrontational. Avoid asking about sensitive topics like past relationships or family issues. And steer clear of asking questions that put the other person on the spot, like “What’s the worst date you’ve ever been on?” or “Do you think we’ll get married one day?” These questions can be overwhelming and make the other person feel uncomfortable. Play it cool and avoid being over-the-top with the questions – it’s a first date after all.

  1. What makes you unique? (just cringe – it’s not an interview)
  2. What are random fun facts about you? (see notes to last question)
  3. What’s the best part of dating you? (again, cringe – although this is strangely on the list of the best first date questions elsewhere – but strongly recommend you don’t).
  4. Do you want kids? (good to know for the future, but hardly light-hearted)
  5. Are you seeing anyone else? (too soon)
  6. What’s your favourite position? (waaay too soon)
  7. Why did you and your ex break up? (intrusive…and just boring. It’s not about them it’s about you)
  8. Do you always wear this much makeup/dress like this? (rude)
  9. Is your friend single? (ruder)
  10. Where do you see this relationship going?
  11. How much money do you earn? (intrusive)


avoid first date questions that are like an interview

Ultimately, the best way to approach first date questions is to be curious and open-minded. Ask questions that show you’re interested in getting to know the other person, and be prepared to share your own thoughts and experiences as well. With a positive attitude, a willingness to connect, and the right questions, you’ll be on your way to a successful first date!

First dates can be that much easier if you head to the right place! Check out our individual city pages for local dating ideas, or if you’re based further out, read on date ideas for small towns.

Last Updated on March 17, 2024