50 First Date Questions for Engaging Conversations ?

Going on the first date could be stressing, you wish that you had the list of first date questions, you may not know what to talk, what questions to ask. You are not sure if you are with the right person. Also you do not know how to start a conversation. Well, Do not worry , We got your back. Here are the list of 50 first date questions you can ask your date to keep the conversation going.

We have separated this article in 5 sections.

Icebreakers & Getting to Know You:

  1. What’s your favorite way to unwind after a long day?
  2. What’s something you’re really passionate about?
  3. What’s the best trip you’ve ever taken?
  4. What’s your dream vacation spot?
  5. What are you currently obsessed with (book, show, hobby)?
  6. What’s your hidden talent?
  7. What’s one thing you’d like to learn or be better at?
  8. Are you an introvert or an extrovert?
  9. What’s your favorite childhood memory?
  10. If you could have any superpower, what would it be?

Fun & Lighthearted:

  1. Would you rather be able to fly or be invisible?
  2. What fictional world would you love to visit?
  3. What’s the most outrageous thing you’ve ever done?
  4. Can you tell me a random fun fact about yourself?
  5. What’s your go-to karaoke song?
  6. What’s the best concert you’ve ever been to?
  7. What’s your favorite board game?
  8. What’s your spirit animal?
  9. If you could have dinner with anyone (living or dead), who would it be?
  10. What’s the funniest thing that’s ever happened to you?

Values & Goals:

  1. What are some of your dealbreakers in a relationship?
  2. What are you looking for in a partner?
  3. What are your biggest goals for the next few years?
  4. How do you like to spend your free time?
  5. What’s your dream job?
  6. Do you prefer the city or the countryside?
  7. What’s something you’re really proud of accomplishing?
  8. Are you a morning person or a night owl?
  9. What’s your favorite thing about where you live?
  10. What causes are you passionate about?

Conversation Starters:

  1. What’s the last book you read that you really enjoyed?
  2. What’s your favorite movie genre?
  3. What are you currently watching on TV/streaming?
  4. Do you have any pets?
  5. What’s your favorite way to travel?
  6. What’s the best meal you’ve ever had?
  7. Do you prefer to cook or eat out?
  8. What are your hobbies?
  9. Do you have any upcoming trips planned?
  10. What’s your favorite music to listen to?

** Deeper Questions (for later in the date):**

  1. What are your family dynamics like?
  2. What are your thoughts on having children someday?
  3. How do you feel about long-distance relationships?
  4. What are your relationship dealbreakers?
  5. What are your views on religion or spirituality?
  6. What are your financial goals?
  7. How do you feel about conflict resolution in relationships?
  8. What are some of your biggest fears?
  9. What are your biggest dreams?
  10. What is your ideal future look like?

Listen actively and ask follow-up questions based on their responses. Balance lighthearted questions with deeper ones as the date progresses. Be genuine and share your own stories and experiences as well.

Read about good and bad of online dating here.

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