First Date Tips

7 Questions to Ask on a First Date (That Aren’t Boring)

Jun 02, 2025

Content:
First dates can be nerve-wracking, and asking the right questions can ease the tension while helping you get to know your date better. Instead of sticking to clichés like "What do you do?", try these thoughtful and fun alternatives:

  1. What’s your dream travel destination and why?

  2. What’s a passion project you’re working on or would like to start?

  3. What's your idea of a perfect weekend?

  4. What’s one thing people often misunderstand about you?

  5. What kind of music or movies are you into right now?

  6. What’s something you’ve always wanted to learn or try?

  7. What does a great relationship look like to you?

 

These questions invite storytelling, reveal personality, and open the door to genuine connection.