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50 Icebreakers for Your First Virtual Date

Woman sitting in her bed with a red blanket, lighting a candle, she also has a laptop and a coffee on her lap

I’m pretty sure we can all agree that, as far as things that cause anxiety and nervousness go, first dates are at the top of the tier list.

Just having to sit in one place and try to impress a person to hopefully have them as someone in your life… That can make pretty much anyone a bit apprehensive! But virtual dates have opened up a lot of new opportunities for many people when it comes to dating.

How you feel about the whole virtual dating thing can be subjective. On one side, it provides more of a sense of comfort since it all takes place in your own house, rather than some restaurant with random strangers everywhere. On the other hand, it opens up a new set of issues we never really had to worry about before, like a bad internet connection or other technical problems that can make the entire date less than optimal.

The hardest thing to do on a first date is to just break the ice, the awkward barrier that stands between you and your potential love interest. Here’s something that’s going to help you finally break the ice.

50 Questions to Break the Ice for the Perfect Virtual Date

Funny questions

Woman happy laughing at her phone
  • If you had to choose between living on Earth or Mars, which one would you choose?
  • What’s a joke you never get tired of?
  • If you could drink paint, which color would you drink?
  • What’s the weirdest gift you’ve ever received?
  • What’s the worst idea you’ve had?
  • If you had superpowers, what powers would you want?
  • If you had to choose, would you save your immediate family or 100 strangers?
  • What’s the best pickup line you’ve ever heard?
  • What’s the food you wouldn’t mind eating for the rest of your life and why don’t we order some of it?
  • Who’s your celebrity crush?
  • What is your absolute favorite video on the internet?
  • What would you name an orange?
  • Have you ever told your hairdresser that you didn’t like the haircut?
  • What is your favorite flavor?
  • Do you have any special party tricks?
  • Would you rather be stuck in space or in deep water?
  • What’s the first thing you’d do if you became invincible?
  • What’s the first thing you’d do if you became invisible?
  • What would you do with 1 billion dollars?

Heartfelt questions

Couple talking on a couch, both very engaged in a chat
  • How did the pandemic affect you?
  • Do you feel like the pandemic changed the course of your life in any way?
  • What are you bad at?
  • What characteristics do you think are most important for a healthy relationship?
  • Was your first kiss good or bad?
  • Do you feel like you give good advice?
  • Do you feel comfortable talking to your parents about your personal life?
  • What is your guilty pleasure?
  • What was the most embarrassing moment in your life?
  • Would you rather have your own business or work for someone else?
  • What’s your ultimate life goal?
  • What’s on your bucket list?
    Do you keep a diary?
  • If you could solve one issue in the world, what would it be?
  • Cats or dogs?
  • Do you believe in soulmates?
  • Do you believe in love at first sight?
  • What does it take to earn your trust?
  • What are you most proud of?

Flirty questions

Couple holding hands, looking at each other flirting
  • What is your biggest turn-on?
  • Do you believe in love at first sight?
  • What makes you feel good?
  • What’s your favorite flirty emoji?
  • Are you always this fun to be around?
  • What’s your type?
  • What are you thinking about right now?
  • What does your dream date look like?
  • In your opinion, what’s the most attractive thing a date can do?
  • What’s your take on marriage?
  • When did you have your first crush?
  • Do you know that you have really pretty eyes?
So there you go, 50 icebreakers for you to try out on your next date! But remember: it’s not all about asking questions. Remember to actively listen and respond to your date’s answers too to show you’re interested and to get a good idea of your compatibility.


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