50 Perfect Questions to ask on a First Date

First dates can be awkward, nerve-wracking, exciting, disastrous, wonderful — any number of things. A big part of this distinction is the first impression you each give and how well you and the other person connect. Romance isn’t all just attraction—a huge part of it has to do with getting to know each other. There are tons of ways to get to know each other, but of course, none of them can be as straightforward as asking each other some fun first-date questions!

We all know by now that topics like religion, politics, and the like are best to avoid if you want a first encounter to stay positive and light-hearted. So, while you’re staring at each other from across a candle-lit table, perched together on a bench outside a coffee shop or waiting for your film to start at the movie theater, what kinds of things should you be asking the other person to make sure conversation flows well?

Here is a list of 10 questions to ask on the first date:

(Do note: You do not want to bombard your date with questions that it ends up feeling more of an interrogation and less of a date. Throw in an appropriate question every now and then just to ease of the awkwardness and break the ice!)

  1. What do you like to do in your free time?
  • Are you an introvert or an extrovert?
  • What’s one of your favorite childhood memories?
  • Are you a morning person or a night owl?
  • What are some random fun facts about you?
  • Do you have any particular passion projects that you’re working on?
  • Are you more of an indoors or outdoors person?
  • Which one do you prefer on a cold, rainy night: coffee or tea?
  • If you could go out to dinner with anyone in the world, who would it NOT be and why?
  1. What do you value most in a friendship?
  1. What are your top 3 favorite things to talk about?
  1. What’s your favorite sports team and why?
  1. What are some movies you really enjoyed?
  1. What TV series do you keep coming back to and re-watching?
  1. Who’s your favorite character from a TV show, movie, or book?
  1. Who is your favorite music artist?
  1. Best and worst flavor ice cream? What would make for an excellent new ice cream flavor?
  1. What’s your favorite food?
  1. What’s something you want to learn or wish you were better at?
  • What are some accomplishments that you are really proud of?
  • What would your perfect vacation look like?
  • What do you love most about your job?
  • What do you like the least about your job?
  • Do you think you’ve always wanted to do what you’re doing now?
  • What’s your favorite way to relax?
  • What’s your most treasured memory?
  • What do you usually do on the weekends?
  • What is your biggest pet peeve?
  • Do you consider yourself a calm or anxious person?
  • What’s the most embarrassing thing you’ve ever looked up on Google?
  • What five cities in the world would you like to live in, and why?
  • What have you really wanted to learn more about but haven’t had the time?
  • Who are the special people in your life?
  • What do you believe people take the most for granted?
  • What are the red flags to watch out for in your everyday life?
  • What are some things everyone should try at least once?
  • If you could give everyone just one piece of advice, what would it be?
  • What is the most significant thing anyone has ever said to you?
  • What’s your favorite quote or saying?
  • What’s the most spontaneous thing you’ve done?
  • What’s the most recent thing you’ve done for the first time?
  • What would you do if you were on your own and wanted to do something fun?
  • Before you make a call, do you rehearse what you are going to say?
  • What would be the first thing you’d do if you didn’t have any fears?
  • What’s something you’re interested in that most people wouldn’t expect?
  • Would you choose to pursue true love or win $50 million?
  • What was your first impression of me?
  • What’s your favorite thing you’ve learned about me so far?
  • What’s your least favorite thing you’ve learned about me so far?
  • Anything you want to ask me?

Leave a Reply

Your email address will not be published.