By Nyah P. | June 7, 2024

The 10 Best Questions to Ask on A First Date

man and woman sitting in a dimly lit restaurant sharing glasses of wine together

Have you ever found yourself sitting across from someone on a first date, desperately racking your brain for something interesting to say? First dates can feel like a rollercoaster of emotions — exciting yet super nerve-wracking. But here's the thing: the key to a great date isn't about being smooth or having all the answers. It's about asking the right questions. Fear not, because we've got you covered! In this blog post, we're delving into the art of first date conversation. These initial exchanges can set the tone for the entire relationship. So, what are the magic questions that can turn a potentially awkward encounter into a captivating conversation? Let's dive in and discover how a few well-placed queries can pave the way for a memorable connection and make that first date a hit! 

Start Your Questions Out Easy 

We'll kick things off by easing into the conversation with light-hearted and easygoing questions. These icebreakers are designed to break down barriers, like dipping your toes into a pool before diving in. We'll cover easy topics that'll get the conversation flowing smoothly and set a comfortable atmosphere for both you and your date. 

  • What’s your favorite hobby or activity you do in your free time? 
  • What was the last great movie you watched and why did you enjoy it? 
  • What is your favorite place you have traveled to? 
  • What’s something you did when you were younger that you never told your family? 
  • What’s your go-to comfort food or favorite meal? 

Dive In A Little Deeper! 

If you feel like you are both vibing with those easy questions it's the perfect time to dive a little deeper. Think about stuff like your dreams, things you've been through, or what really matters to you. Just go with the flow and keep listening to each other. Getting to know someone better is like peeling an onion—you uncover more layers as you go! 

  • What's one thing you've always wanted to achieve in life, and what's holding you back from pursuing it? 
  • What do you value most in a friendship or relationship, and how do you express those values? 
  • What's a lesson you've learned from a past relationship or friendship that you carry with you? 
  • If you could give your younger self one piece of advice, what would it be? 
  • What's something you're really passionate about, and why does it matter to you? 

These questions can spark insightful discussions and provide a window into your date's values, aspirations, and personal growth. Make sure to ask follow up questions that relate to their answers to keep the conversation flowing! Doing this ensures the flow of conversation and makes your date open up about their answers. 

Things To Avoid 

When you're on a first date, it's best to steer clear of certain questions that might make things awkward. Instead, stick to lighter topics. It's all about keeping the vibe positive and getting to know each other without diving into deep or potentially sensitive stuff right away. Just relax, have fun, and keep the conversation easy-breezy! Below are five questions you should steer clear from on a first date! 

  • Why did your last relationship end? 
  • Who did you vote for in the last election? 
  • What are your religious beliefs? 
  • Have you ever been in legal trouble? 
  • How much money do you make? 

These questions can be too intimate or bring up uncomfortable emotions, so it's better to steer clear of them until you've developed a deeper connection with your date.


In the end, what really matters on a first date is being yourself and treating each other with kindness. Whether you're chatting about hobbies or sharing your dreams, just have fun and enjoy getting to know each other. So, as you say goodbye and maybe plan to meet again, remember to keep it real and look forward to more good times ahead. After all, every great relationship starts with a simple hello!  

Thanks for reading and we will see you next time! 

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