GTKY

First Date Questions

A great first date feels like play, not an interview. Stick to the questions below, light, positive, and revealing, and save exes, salary, and five-year plans for much later. Already know each other? Try questions for couples next.

Random№ 001

What’s something small that always makes your day better?

Intensity:
On this page

Easy openers

First 20 minutes.

  1. 01What do you love to do on weekends?
  2. 02What's been keeping you busy lately?
  3. 03Do you like traveling? Where's the last place you went?
  4. 04What's your favorite kind of food to go out for?
  5. 05Are you more introverted or extroverted?
  6. 06What show did you binge most recently?
  7. 07What's something you're excited about at the moment?
  8. 08Do you have siblings? Are you close?
  9. 09What's your workday usually like?
  10. 10What's the most fun date idea you've heard of?
  11. 11What's your go-to comfort show or movie?
  12. 12Are you a dog person, cat person, or neither?
  13. 13What's the best vacation you've taken?

Second dates

You survived the first. Go a little deeper.

  1. 01What should a second date do differently from a first?
  2. 02What did you notice about me on our first date?
  3. 03What would make you say yes to a second date?

Getting a sense of values

Light but revealing.

  1. 01What's your idea of a perfect first date?
  2. 02What are you most passionate about outside of work?
  3. 03What does a healthy relationship look like to you?
  4. 04Are you more of a planner or spontaneous when it comes to dates?
  5. 05What's something you're looking for that you haven't found yet?
  6. 06What's the best date you've ever been on?
  7. 07How do you usually know you like someone?
  8. 08What are your biggest green flags in someone?
  9. 09What did your last relationship teach you?
  10. 10Do you prefer long deep talks or fun light outings first?
  11. 11What are you hoping to find right now: casual or serious?
  12. 12What do your friends say you're like to date?
  13. 13What matters more to you: ambition, kindness, or humor?
  14. 14What's a small thing someone can do that instantly earns your trust?
  15. 15What's your favorite way to spend quality time with someone?
  16. 16What are you most proud of outside of work?
  17. 17Are you a slow burn or instant chemistry person?
  18. 18What is your biggest dating green flag?
  19. 19How fast do you usually reply when you like someone?
  20. 20What is something you always notice about a person first?
  21. 21What kind of personality do you usually click with?
  22. 22What is your ultimate date night meal?
  23. 23How do you show someone you care early on?
  24. 24What hobby would you love to share with a partner?

Good to know

Keeping a first date playful

  • React, share, then ask. “I love hiking too, where did you go last?” feels like talking, not screening.
  • Save exes, salary, and five-year plans for much later.
  • Aim for roughly even airtime. Three questions in a row means it is your turn to share.
  • End with something to look forward to, not an interrogation recap.

Going well? Try these.

What Kind of Date Are You?Two Player First Date ModeCrush questions

Related question collections

CouplesCrushDating

Frequently asked questions

What should I never ask on a first date?

Anything about exes, income, health, or marriage timelines. If it needs a disclaimer, skip it.

How do I avoid the interview vibe?

React, share, then ask. “I love that, I just got into hiking too. Where did you go last?” feels like talking, not screening.

Who should ask more questions?

Aim for roughly even. If you notice you have asked three in a row, volunteer something about yourself.