Good First Date Questions: Casual, Funny, Romantic and More Things to Ask Your Date

Your first date is nearing, and it’s starting to make you feel nervous 😬. Don’t worry, you’re not alone! It doesn’t matter if it’s your first time ever to date someone or it’s your first date with someone new 🌟 — first dates can get nerve-wracking. Understandably, you’d want you and your date to have a good conversation 🗣️ to get to know each other. Luckily, we’ve got you covered! We’ve listed different first date questions that you can ask during your date to keep the conversation going 💬!

There’s no need to spend your time being nervous 🙈 and wracking your brain with questions to ask on a first date. Just check out the list we’ve crafted below ✨ and you’ve got one item checked off your list! Now that you’re prepared, the only thing left is for you to show up and have a great time 😄 with your date!

75 Good First Date Questions

A first date with someone is usually when you want to assess if you see each other as a potential romantic partner 💖. Being prepared for an engaging conversation is important to avoid prolonged silences and ensure that you’re both achieving your goal of getting to know each other. Having first date questions ready is a great idea to keep your date lively and interesting 🎉!

Imagine you’re on a first date with a guy who always looks at his phone 📱 and keeps on gazing around you. He isn’t someone you’ll want to spend more time with, right? Now, imagine you’re on a first date with a guy who engages you in conversations while looking you in the eyes 👀 and showing active interest in what you’re saying. You’d probably want to go on a second date with him since he makes you comfortable. That’s how you want to be on your first date — engaging, attentive, and respectful of your date 🤝!

couple having a first date in a coffee outside smiling at each other and asking good first date questions

Image by Pexels

If you’re having a hard time thinking of good first date questions, we’ve prepared numerous ready-to-use first date questions for you to get inspiration from 🌈! Feel free to use them depending on where your conversation is heading to keep your date lively and interesting 🎊!

You may also like to read: How To Kiss Someone For The First Time

Best first date questions

  • What are the things you love?
  • What makes you excited to wake up every day?
  • What do you do for fun?
  • What makes you the happiest?
  • What are you looking for in a potential partner?

Cool first date questions

  • What's a movie or TV show you could watch over and over again without getting tired of it?
  • What's the most adventurous thing you've ever done?
  • What's your favorite way to relax and unwind after a long day?
  • Are you more of an introvert or an extrovert?
  • Do you prefer indoors or outdoors?

Casual first date questions

  • What do you do for work?
  • Do you have pets? Tell me about them!
  • What's your go-to comfort food?
  • Are you a morning person or a night owl?
  • Where do you like hanging out on a Friday night?
  • How is your day going?

couple seating in a staircase smiling and having a joyful first date and asking good questions

Image by Iqbal Nuril Anwar

Deep questions to ask on a first date

  • What’s the one thing you fear the most?
  • What's a goal you're currently working towards?
  • If you could go back in time, what advice would you give your younger self?
  • How do you define happiness in your life?
  • What's a belief or value that you live by?
  • What do you think is one thing that can drastically change the world?

Read also: What To Say After Kissing Someone For The First Time?

Funny first date questions

  • Do you have any funny or embarrassing childhood stories? Tell me about it!
  • What's the silliest pickup line someone has ever used on you?
  • What’s the silliest pickup line you have ever used on someone?
  • What's the funniest thing you've seen happen in public?
  • If animals could talk, which one do you think would be the rudest?
  • What's the weirdest dream you've ever had?
  • What's the most embarrassing thing you've ever done to impress a crush?
  • Give me an example of your favorite joke!

Read also: 35 Romantic and Cute Valentine Messages for Boyfriend

Spicy first date questions

  • What's your biggest turn-on in a potential partner?
  • Are you more of a romantic or a thrill-seeker?
  • Do you have any secret fantasies or desires you've never shared with anyone?
  • What’s your biggest fantasy?
  • What's the sexiest quality someone can have?

couple having a first date seated by a river and holding a fire asking good first date questions

Image by StockSnap

Interesting first date questions

  • If you could travel anywhere in the world right now, where would you go?
  • If you could have dinner with any historical figure, who would it be?
  • If you could have any superpower, what would it be and how would you use it?
  • If you could live in any time period, past or future, for a week, when would it be?
  • If you could learn any new skill or hobby, what would it be?
  • If you could have dinner with any fictional character, who would it be and why?

Cute first date questions

  • What's something that always puts a smile on your face?
  • What’s your favorite season?
  • What's your favorite thing to do on a rainy day?
  • What's your favorite thing about yourself?
  • Do you believe in love at first sight?

Creative first date questions

  • What's your most memorable travel experience?
  • What's the best book you've read recently?
  • Do you have any hidden talents? Tell me about them!
  • What hobbies or interests are you really passionate about?
  • What’s the most adventurous thing on your bucket list?

Read also: The Most Romantic and Sweet Valentine's Day Quotes for Him

Easy first date questions

  • What’s your favorite food?
  • What’s your favorite book?
  • What’s your favorite movie?
  • What's your favorite kind of music?
  • What does your typical weekend look like?
  • How do you like spending your free time?

detail of a coffee table in a first date with the couple holding hands and asking good first date questions

Image by StockSnap

Personal questions to ask on a first date

  • What's your favorite thing about where you grew up?
  • What's something you're passionate about that not many people know?
  • What's a moment in your life that changed you profoundly?
  • What are you most grateful for in your life right now?
  • What's something you've always wanted to do but haven't had the chance to pursue yet?
  • What’s your favorite childhood memory?
  • What’s your pet peeve?

Flirty first date questions

  • What's your idea of the perfect date?
  • What's your go-to flirting technique?
  • Are you a hopeless romantic or more of a realist when it comes to love?
  • What's the most spontaneous thing you've ever done on a date?
  • Are you a hugger or a kisser?
  • What do you first notice in a date?

Christian first date questions

  • What Bible verse do you live by?
  • Would you say your faith is strong?
  • Have you ever experienced a moment where you felt God's presence strongly?
  • Do you have a favorite church hymn or worship song? Tell me about it!
  • How do you find time to nurture your faith despite your busy schedule?

Keep reading our blog to prepare yourself for your first date! What To Talk About on A First Date?

Important Questions to Ask on a First Date

When you’re on your first date, you’d want to get to know your date as much as you can to see if a potential romantic relationship is in the books 📚 for you. After all, you’re going on this date to find a potential romantic partner! 💖

It’s therefore important to ask good first date questions ❓ that will help you get to know your date and their interests, values, and lifestyle. Here are some important things to talk about 💬 on a first date to help you find out if your date is a potential long-term partner: 🌟

  • What do you like doing during your free time?
  • How do you keep yourself healthy?
  • What is a value you live by?
  • What are your top priorities in life right now?
  • What are you looking for in a romantic relationship?
  • What is your love language?
  • Would you say you’re a confrontational person?

Common Conversion Starter Questions for a First Date

While you want to get to know your date as much as you can, you wouldn’t want your first date to be like a job interview! 🏢❌ It’s best to get into the conversation seamlessly by making use of ice-breakers, especially when you just met your date. ❄️😉

Here are some good first date conversation starters to get you and your date comfortable with each other: 😊💬

  • How has your day been?
  • What do you do for work?
  • Where are you from?
  • What cuisine is your favorite?
  • What do you do during your free time?
  • Do you have siblings? Tell me about them!
  • Do you prefer spending time indoors or outdoors?
  • What’s your favorite place to hang out?

Want to Set the Mood Beforehand? Send a Lovely Message to Your Date Made by our AI!

When it comes to first dates, finding the right words can sometimes feel like trying to solve a complex puzzle 🧩. Do you go for casual chit-chat, funny anecdotes, or deep, meaningful questions? We get it—it’s a lot to handle. 😅

That’s where our AI message generator, affectionately named Olivia, steps in to save the day! 🦸‍♀️ Olivia will make sure you’re never at a loss for words before, during, or after your date. 💌

With Olivia, you can generate a perfect pre-date message to set the tone 🎉, whip up custom and personalized questions to keep the conversation flowing 🌊, or craft a heartfelt follow-up message that ensures a second date is on the horizon. 💖🌟

Don't just take our word for it! Take a look at what Olivia can do with your own eyes: 👀✨

Hey Jessica, I've been really looking forward to our date tonight. It's been so fun chatting about our favorite books - I can't wait to hear more about your recommendations in person. Let's grab a drink and dive into some more interesting conversations. See you soon! - Adam

Hi Sarah! 😊 I just wanted to say thank you for such a wonderful evening last night. I had such a great time getting to know you better and really enjoyed our conversation. You are even more amazing in person than I could have imagined. I would to see you again soon if you're up for it. Let me know when you're free so we can plan our next date. Looking forward to more moments like night. Take care! 🌹💕😘

Hi Sam! How exciting that your first date with Alex is on the horizon. Here are some unique and engaging questions you could ask him to get the conversation flowing:

  1. If you could travel back in time to era, which one would you choose and why?
  2. What’s the most adventurous thing you’ve ever, and would you it again?
  3. If you given a one-way ticket to live on another planet, would you go?
  4. What’s your go-to karaoke, and can you belt out a few lines for me?
  5. If you could have any superpower what would it be and how would you use it?

I hope these questions help break the ice and lead to some interesting conversations. Have a fantastic on your date with Alex!

Try our AI messages generator now!

couple having a first date walking by the beach and asking good first date questions

Image by ivan eduardo frias araujo

Final Thoughts

A first date can be difficult to navigate, especially with the initial awkwardness 😬 that you can experience when meeting someone you’re considering to be a romantic partner 💘. It’s therefore important to be ready with some go-to first date questions so that you can get the conversation rolling 🎤 and get to know each other better!

Take note 📝 of the first date questions we’ve shared above and keep your worries aside on your first date! Just remember that while it’s a great idea to be ready with topics, being spontaneous can also help you get to know your date better. 🌟 You don’t have to be limited to the questions you’ve prepared - just be yourself and see where the conversation heads! 🚀

Feel free to send a short message 📩 to your date before your first date to let them know that you’re looking forward to spending time with them! You can make use of’s virtual gift boxes 🎁 and virtual letters ✉️ to make your message more exciting and thoughtful.

Once your date ends and you’ve parted ways, don’t forget to send a note using’s virtual gifts to thank your date for their time. 🙏💕 If you’ve decided to see each other again, make your note sweeter through’s virtual heart! 💖